diff --git a/lms/djangoapps/instructor/enrollment.py b/lms/djangoapps/instructor/enrollment.py
index 7205cffe06..508271fa8b 100644
--- a/lms/djangoapps/instructor/enrollment.py
+++ b/lms/djangoapps/instructor/enrollment.py
@@ -6,8 +6,16 @@ Does not include any access control, be sure to check access before calling.
 
 import json
 from django.contrib.auth.models import User
+from django.conf import settings
+from django.core.urlresolvers import reverse
+from django.core.mail import send_mail
+
 from student.models import CourseEnrollment, CourseEnrollmentAllowed
 from courseware.models import StudentModule
+from mitxmako.shortcuts import render_to_string
+
+# For determining if a shibboleth course
+SHIBBOLETH_DOMAIN_PREFIX = 'shib:'
 
 
 class EmailEnrollmentState(object):
@@ -17,8 +25,10 @@ class EmailEnrollmentState(object):
         if exists_user:
             user = User.objects.get(email=email)
             exists_ce = CourseEnrollment.is_enrolled(user, course_id)
+            full_name = user.profile.name
         else:
             exists_ce = False
+            full_name = None
         ceas = CourseEnrollmentAllowed.objects.filter(course_id=course_id, email=email).all()
         exists_allowed = len(ceas) > 0
         state_auto_enroll = exists_allowed and ceas[0].auto_enroll
@@ -27,6 +37,7 @@ class EmailEnrollmentState(object):
         self.enrollment = exists_ce
         self.allowed = exists_allowed
         self.auto_enroll = bool(state_auto_enroll)
+        self.full_name = full_name
 
     def __repr__(self):
         return "{}(user={}, enrollment={}, allowed={}, auto_enroll={})".format(
@@ -54,7 +65,7 @@ class EmailEnrollmentState(object):
         }
 
 
-def enroll_email(course_id, student_email, auto_enroll=False):
+def enroll_email(course_id, student_email, auto_enroll=False, email_students=False, email_params=None):
     """
     Enroll a student by email.
 
@@ -62,6 +73,8 @@ def enroll_email(course_id, student_email, auto_enroll=False):
     `auto_enroll` determines what is put in CourseEnrollmentAllowed.auto_enroll
         if auto_enroll is set, then when the email registers, they will be
         enrolled in the course automatically.
+    `email_students` determines if student should be notified of action by email.
+    `email_params` parameters used while parsing email templates (a `dict`).
 
     returns two EmailEnrollmentState's
         representing state before and after the action.
@@ -71,21 +84,32 @@ def enroll_email(course_id, student_email, auto_enroll=False):
 
     if previous_state.user:
         CourseEnrollment.enroll_by_email(student_email, course_id)
+        if email_students:
+            email_params['message'] = 'enrolled_enroll'
+            email_params['email_address'] = student_email
+            email_params['full_name'] = previous_state.full_name
+            send_mail_to_student(student_email, email_params)
     else:
         cea, _ = CourseEnrollmentAllowed.objects.get_or_create(course_id=course_id, email=student_email)
         cea.auto_enroll = auto_enroll
         cea.save()
+        if email_students:
+            email_params['message'] = 'allowed_enroll'
+            email_params['email_address'] = student_email
+            send_mail_to_student(student_email, email_params)
 
     after_state = EmailEnrollmentState(course_id, student_email)
 
     return previous_state, after_state
 
 
-def unenroll_email(course_id, student_email):
+def unenroll_email(course_id, student_email, email_students=False, email_params=None):
     """
     Unenroll a student by email.
 
     `student_email` is student's emails e.g. "foo@bar.com"
+    `email_students` determines if student should be notified of action by email.
+    `email_params` parameters used while parsing email templates (a `dict`).
 
     returns two EmailEnrollmentState's
         representing state before and after the action.
@@ -95,9 +119,19 @@ def unenroll_email(course_id, student_email):
 
     if previous_state.enrollment:
         CourseEnrollment.unenroll_by_email(student_email, course_id)
+        if email_students:
+            email_params['message'] = 'enrolled_unenroll'
+            email_params['email_address'] = student_email
+            email_params['full_name'] = previous_state.full_name
+            send_mail_to_student(student_email, email_params)
 
     if previous_state.allowed:
         CourseEnrollmentAllowed.objects.get(course_id=course_id, email=student_email).delete()
+        if email_students:
+            email_params['message'] = 'allowed_unenroll'
+            email_params['email_address'] = student_email
+            # Since no User object exists for this student there is no "full_name" available.
+            send_mail_to_student(student_email, email_params)
 
     after_state = EmailEnrollmentState(course_id, student_email)
 
@@ -141,3 +175,76 @@ def _reset_module_attempts(studentmodule):
     # save
     studentmodule.state = json.dumps(problem_state)
     studentmodule.save()
+
+
+def get_email_params(course, auto_enroll):
+    """
+    Generate parameters used when parsing email templates.
+
+    `auto_enroll` is a flag for auto enrolling non-registered students: (a `boolean`)
+    Returns a dict of parameters
+    """
+
+    stripped_site_name = settings.SITE_NAME
+    registration_url = 'https://' + stripped_site_name + reverse('student.views.register_user')
+    is_shib_course = uses_shib(course)
+
+    # Composition of email
+    email_params = {
+        'site_name': stripped_site_name,
+        'registration_url': registration_url,
+        'course': course,
+        'auto_enroll': auto_enroll,
+        'course_url': 'https://' + stripped_site_name + '/courses/' + course.id,
+        'course_about_url': 'https://' + stripped_site_name + '/courses/' + course.id + '/about',
+        'is_shib_course': is_shib_course,
+    }
+    return email_params
+
+
+def send_mail_to_student(student, param_dict):
+    """
+    Construct the email using templates and then send it.
+    `student` is the student's email address (a `str`),
+
+    `param_dict` is a `dict` with keys
+    [
+        `site_name`: name given to edX instance (a `str`)
+        `registration_url`: url for registration (a `str`)
+        `course_id`: id of course (a `str`)
+        `auto_enroll`: user input option (a `str`)
+        `course_url`: url of course (a `str`)
+        `email_address`: email of student (a `str`)
+        `full_name`: student full name (a `str`)
+        `message`: type of email to send and template to use (a `str`)
+        `is_shib_course`: (a `boolean`)
+    ]
+
+    Returns a boolean indicating whether the email was sent successfully.
+    """
+
+    email_template_dict = {'allowed_enroll': ('emails/enroll_email_allowedsubject.txt', 'emails/enroll_email_allowedmessage.txt'),
+                           'enrolled_enroll': ('emails/enroll_email_enrolledsubject.txt', 'emails/enroll_email_enrolledmessage.txt'),
+                           'allowed_unenroll': ('emails/unenroll_email_subject.txt', 'emails/unenroll_email_allowedmessage.txt'),
+                           'enrolled_unenroll': ('emails/unenroll_email_subject.txt', 'emails/unenroll_email_enrolledmessage.txt')}
+
+    subject_template, message_template = email_template_dict.get(param_dict['message'], (None, None))
+    if subject_template is not None and message_template is not None:
+        subject = render_to_string(subject_template, param_dict)
+        message = render_to_string(message_template, param_dict)
+
+        # Remove leading and trailing whitespace from body
+        message = message.strip()
+
+        # Email subject *must not* contain newlines
+        subject = ''.join(subject.splitlines())
+        send_mail(subject, message, settings.DEFAULT_FROM_EMAIL, [student], fail_silently=False)
+
+
+def uses_shib(course):
+    """
+    Used to return whether course has Shibboleth as the enrollment domain
+
+    Returns a boolean indicating if Shibboleth authentication is set for this course.
+    """
+    return course.enrollment_domain and course.enrollment_domain.startswith(SHIBBOLETH_DOMAIN_PREFIX)
diff --git a/lms/djangoapps/instructor/tests/test_api.py b/lms/djangoapps/instructor/tests/test_api.py
index 35c7e22c60..6744031c6f 100644
--- a/lms/djangoapps/instructor/tests/test_api.py
+++ b/lms/djangoapps/instructor/tests/test_api.py
@@ -14,6 +14,7 @@ from django.test.utils import override_settings
 from django.core.urlresolvers import reverse
 from django.http import HttpRequest, HttpResponse
 from django_comment_common.models import FORUM_ROLE_COMMUNITY_TA
+from django.core import mail
 
 from django.contrib.auth.models import User
 from courseware.tests.modulestore_config import TEST_DATA_MIXED_MODULESTORE
@@ -23,7 +24,7 @@ from xmodule.modulestore.tests.factories import CourseFactory
 from student.tests.factories import UserFactory
 from courseware.tests.factories import StaffFactory, InstructorFactory
 
-from student.models import CourseEnrollment
+from student.models import CourseEnrollment, CourseEnrollmentAllowed
 from courseware.models import StudentModule
 
 # modules which are mocked in test cases.
@@ -252,12 +253,17 @@ class TestInstructorAPIEnrollment(ModuleStoreTestCase, LoginEnrollmentTestCase):
         self.instructor = InstructorFactory(course=self.course.location)
         self.client.login(username=self.instructor.username, password='test')
 
-        self.enrolled_student = UserFactory()
+        self.enrolled_student = UserFactory(username='EnrolledStudent', first_name='Enrolled', last_name='Student')
         CourseEnrollment.enroll(
             self.enrolled_student,
             self.course.id
         )
-        self.notenrolled_student = UserFactory()
+        self.notenrolled_student = UserFactory(username='NotEnrolledStudent', first_name='NotEnrolled', last_name='Student')
+
+        # Create invited, but not registered, user
+        cea = CourseEnrollmentAllowed(email='robot-allowed@robot.org', course_id=self.course.id)
+        cea.save()
+        self.allowed_email = 'robot-allowed@robot.org'
 
         self.notregistered_email = 'robot-not-an-email-yet@robot.org'
         self.assertEqual(User.objects.filter(email=self.notregistered_email).count(), 0)
@@ -280,19 +286,15 @@ class TestInstructorAPIEnrollment(ModuleStoreTestCase, LoginEnrollmentTestCase):
         response = self.client.get(url, {'emails': self.enrolled_student.email, 'action': action})
         self.assertEqual(response.status_code, 400)
 
-    def test_enroll(self):
+    def test_enroll_without_email(self):
         url = reverse('students_update_enrollment', kwargs={'course_id': self.course.id})
-        response = self.client.get(url, {'emails': self.notenrolled_student.email, 'action': 'enroll'})
+        response = self.client.get(url, {'emails': self.notenrolled_student.email, 'action': 'enroll', 'email_students': False})
         print "type(self.notenrolled_student.email): {}".format(type(self.notenrolled_student.email))
         self.assertEqual(response.status_code, 200)
-        # test that the user is now enrolled
 
-        self.assertEqual(
-            self.notenrolled_student.courseenrollment_set.filter(
-                course_id=self.course.id
-            ).count(),
-            1
-        )
+        # test that the user is now enrolled
+        user = User.objects.get(email=self.notenrolled_student.email)
+        self.assertTrue(CourseEnrollment.is_enrolled(user, self.course.id))
 
         # test the response data
         expected = {
@@ -320,20 +322,113 @@ class TestInstructorAPIEnrollment(ModuleStoreTestCase, LoginEnrollmentTestCase):
         res_json = json.loads(response.content)
         self.assertEqual(res_json, expected)
 
-    def test_unenroll(self):
+        # Check the outbox
+        self.assertEqual(len(mail.outbox), 0)
+
+    def test_enroll_with_email(self):
         url = reverse('students_update_enrollment', kwargs={'course_id': self.course.id})
-        response = self.client.get(url, {'emails': self.enrolled_student.email, 'action': 'unenroll'})
+        response = self.client.get(url, {'emails': self.notenrolled_student.email, 'action': 'enroll', 'email_students': True})
+        print "type(self.notenrolled_student.email): {}".format(type(self.notenrolled_student.email))
+        self.assertEqual(response.status_code, 200)
+
+        # test that the user is now enrolled
+        user = User.objects.get(email=self.notenrolled_student.email)
+        self.assertTrue(CourseEnrollment.is_enrolled(user, self.course.id))
+
+        # test the response data
+        expected = {
+            "action": "enroll",
+            "auto_enroll": False,
+            "results": [
+                {
+                    "email": self.notenrolled_student.email,
+                    "before": {
+                        "enrollment": False,
+                        "auto_enroll": False,
+                        "user": True,
+                        "allowed": False,
+                    },
+                    "after": {
+                        "enrollment": True,
+                        "auto_enroll": False,
+                        "user": True,
+                        "allowed": False,
+                    }
+                }
+            ]
+        }
+
+        res_json = json.loads(response.content)
+        self.assertEqual(res_json, expected)
+
+        # Check the outbox
+        self.assertEqual(len(mail.outbox), 1)
+        self.assertEqual(
+            mail.outbox[0].subject,
+            'You have been enrolled in Robot Super Course'
+        )
+        self.assertEqual(
+            mail.outbox[0].body,
+            "Dear NotEnrolled Student\n\nYou have been enrolled in Robot Super Course "
+            "at edx.org by a member of the course staff. "
+            "The course should now appear on your edx.org dashboard.\n\n"
+            "To start accessing course materials, please visit "
+            "https://edx.org/courses/MITx/999/Robot_Super_Course\n\n----\n"
+            "This email was automatically sent from edx.org to NotEnrolled Student"
+        )
+
+    def test_enroll_with_email_not_registered(self):
+        url = reverse('students_update_enrollment', kwargs={'course_id': self.course.id})
+        response = self.client.get(url, {'emails': self.notregistered_email, 'action': 'enroll', 'email_students': True})
+        print "type(self.notregistered_email): {}".format(type(self.notregistered_email))
+        self.assertEqual(response.status_code, 200)
+
+        # Check the outbox
+        self.assertEqual(len(mail.outbox), 1)
+        self.assertEqual(
+            mail.outbox[0].subject,
+            'You have been invited to register for Robot Super Course'
+        )
+        self.assertEqual(
+            mail.outbox[0].body,
+            "Dear student,\n\nYou have been invited to join Robot Super Course at edx.org by a member of the course staff.\n\n"
+            "To finish your registration, please visit https://edx.org/register and fill out the registration form "
+            "making sure to use robot-not-an-email-yet@robot.org in the E-mail field.\n"
+            "Once you have registered and activated your account, "
+            "visit https://edx.org/courses/MITx/999/Robot_Super_Course/about to join the course.\n\n----\n"
+            "This email was automatically sent from edx.org to robot-not-an-email-yet@robot.org"
+        )
+
+    def test_enroll_with_email_not_registered_autoenroll(self):
+        url = reverse('students_update_enrollment', kwargs={'course_id': self.course.id})
+        response = self.client.get(url, {'emails': self.notregistered_email, 'action': 'enroll', 'email_students': True, 'auto_enroll': True})
+        print "type(self.notregistered_email): {}".format(type(self.notregistered_email))
+        self.assertEqual(response.status_code, 200)
+
+        # Check the outbox
+        self.assertEqual(len(mail.outbox), 1)
+        self.assertEqual(
+            mail.outbox[0].subject,
+            'You have been invited to register for Robot Super Course'
+        )
+        self.assertEqual(
+            mail.outbox[0].body,
+            "Dear student,\n\nYou have been invited to join Robot Super Course at edx.org by a member of the course staff.\n\n"
+            "To finish your registration, please visit https://edx.org/register and fill out the registration form "
+            "making sure to use robot-not-an-email-yet@robot.org in the E-mail field.\n"
+            "Once you have registered and activated your account, you will see Robot Super Course listed on your dashboard.\n\n----\n"
+            "This email was automatically sent from edx.org to robot-not-an-email-yet@robot.org"
+        )
+
+    def test_unenroll_without_email(self):
+        url = reverse('students_update_enrollment', kwargs={'course_id': self.course.id})
+        response = self.client.get(url, {'emails': self.enrolled_student.email, 'action': 'unenroll', 'email_students': False})
         print "type(self.enrolled_student.email): {}".format(type(self.enrolled_student.email))
         self.assertEqual(response.status_code, 200)
-        # test that the user is now unenrolled
 
-        self.assertEqual(
-            self.enrolled_student.courseenrollment_set.filter(
-                course_id=self.course.id,
-                is_active=1,
-            ).count(),
-            0
-        )
+        # test that the user is now unenrolled
+        user = User.objects.get(email=self.enrolled_student.email)
+        self.assertFalse(CourseEnrollment.is_enrolled(user, self.course.id))
 
         # test the response data
         expected = {
@@ -361,6 +456,151 @@ class TestInstructorAPIEnrollment(ModuleStoreTestCase, LoginEnrollmentTestCase):
         res_json = json.loads(response.content)
         self.assertEqual(res_json, expected)
 
+        # Check the outbox
+        self.assertEqual(len(mail.outbox), 0)
+
+    def test_unenroll_with_email(self):
+        url = reverse('students_update_enrollment', kwargs={'course_id': self.course.id})
+        response = self.client.get(url, {'emails': self.enrolled_student.email, 'action': 'unenroll', 'email_students': True})
+        print "type(self.enrolled_student.email): {}".format(type(self.enrolled_student.email))
+        self.assertEqual(response.status_code, 200)
+
+        # test that the user is now unenrolled
+        user = User.objects.get(email=self.enrolled_student.email)
+        self.assertFalse(CourseEnrollment.is_enrolled(user, self.course.id))
+
+        # test the response data
+        expected = {
+            "action": "unenroll",
+            "auto_enroll": False,
+            "results": [
+                {
+                    "email": self.enrolled_student.email,
+                    "before": {
+                        "enrollment": True,
+                        "auto_enroll": False,
+                        "user": True,
+                        "allowed": False,
+                    },
+                    "after": {
+                        "enrollment": False,
+                        "auto_enroll": False,
+                        "user": True,
+                        "allowed": False,
+                    }
+                }
+            ]
+        }
+
+        res_json = json.loads(response.content)
+        self.assertEqual(res_json, expected)
+
+        # Check the outbox
+        self.assertEqual(len(mail.outbox), 1)
+        self.assertEqual(
+            mail.outbox[0].subject,
+            'You have been un-enrolled from Robot Super Course'
+        )
+        self.assertEqual(
+            mail.outbox[0].body,
+            "Dear Enrolled Student\n\nYou have been un-enrolled in Robot Super Course "
+            "at edx.org by a member of the course staff. "
+            "The course will no longer appear on your edx.org dashboard.\n\n"
+            "Your other courses have not been affected.\n\n----\n"
+            "This email was automatically sent from edx.org to Enrolled Student"
+        )
+
+    def test_unenroll_with_email_allowed_student(self):
+        url = reverse('students_update_enrollment', kwargs={'course_id': self.course.id})
+        response = self.client.get(url, {'emails': self.allowed_email, 'action': 'unenroll', 'email_students': True})
+        print "type(self.allowed_email): {}".format(type(self.allowed_email))
+        self.assertEqual(response.status_code, 200)
+
+        # test the response data
+        expected = {
+            "action": "unenroll",
+            "auto_enroll": False,
+            "results": [
+                {
+                    "email": self.allowed_email,
+                    "before": {
+                        "enrollment": False,
+                        "auto_enroll": False,
+                        "user": False,
+                        "allowed": True,
+                    },
+                    "after": {
+                        "enrollment": False,
+                        "auto_enroll": False,
+                        "user": False,
+                        "allowed": False,
+                    }
+                }
+            ]
+        }
+
+        res_json = json.loads(response.content)
+        self.assertEqual(res_json, expected)
+
+        # Check the outbox
+        self.assertEqual(len(mail.outbox), 1)
+        self.assertEqual(
+            mail.outbox[0].subject,
+            'You have been un-enrolled from Robot Super Course'
+        )
+        self.assertEqual(
+            mail.outbox[0].body,
+            "Dear Student,\n\nYou have been un-enrolled from course Robot Super Course by a member of the course staff. "
+            "Please disregard the invitation previously sent.\n\n----\n"
+            "This email was automatically sent from edx.org to robot-allowed@robot.org"
+        )
+
+    @patch('instructor.enrollment.uses_shib')
+    def test_enroll_with_email_not_registered_with_shib(self, mock_uses_shib):
+
+        mock_uses_shib.return_value = True
+
+        url = reverse('students_update_enrollment', kwargs={'course_id': self.course.id})
+        response = self.client.get(url, {'emails': self.notregistered_email, 'action': 'enroll', 'email_students': True})
+        print "type(self.notregistered_email): {}".format(type(self.notregistered_email))
+        self.assertEqual(response.status_code, 200)
+
+        # Check the outbox
+        self.assertEqual(len(mail.outbox), 1)
+        self.assertEqual(
+            mail.outbox[0].subject,
+            'You have been invited to register for Robot Super Course'
+        )
+        self.assertEqual(
+            mail.outbox[0].body,
+            "Dear student,\n\nYou have been invited to join Robot Super Course at edx.org by a member of the course staff.\n\n"
+            "To access the course visit https://edx.org/courses/MITx/999/Robot_Super_Course/about and register for the course.\n\n----\n"
+            "This email was automatically sent from edx.org to robot-not-an-email-yet@robot.org"
+        )
+
+    @patch('instructor.enrollment.uses_shib')
+    def test_enroll_with_email_not_registered_with_shib_autoenroll(self, mock_uses_shib):
+
+        mock_uses_shib.return_value = True
+
+        url = reverse('students_update_enrollment', kwargs={'course_id': self.course.id})
+        response = self.client.get(url, {'emails': self.notregistered_email, 'action': 'enroll', 'email_students': True, 'auto_enroll': True})
+        print "type(self.notregistered_email): {}".format(type(self.notregistered_email))
+        self.assertEqual(response.status_code, 200)
+
+        # Check the outbox
+        self.assertEqual(len(mail.outbox), 1)
+        self.assertEqual(
+            mail.outbox[0].subject,
+            'You have been invited to register for Robot Super Course'
+        )
+        self.assertEqual(
+            mail.outbox[0].body,
+            "Dear student,\n\nYou have been invited to join Robot Super Course at edx.org by a member of the course staff.\n\n"
+            "To access the course visit https://edx.org/courses/MITx/999/Robot_Super_Course and login.\n\n----\n"
+            "This email was automatically sent from edx.org to robot-not-an-email-yet@robot.org"
+        )
+
 
 @override_settings(MODULESTORE=TEST_DATA_MIXED_MODULESTORE)
 class TestInstructorAPILevelsAccess(ModuleStoreTestCase, LoginEnrollmentTestCase):
diff --git a/lms/djangoapps/instructor/tests/test_enrollment.py b/lms/djangoapps/instructor/tests/test_enrollment.py
index 3af71bb466..d8202bf534 100644
--- a/lms/djangoapps/instructor/tests/test_enrollment.py
+++ b/lms/djangoapps/instructor/tests/test_enrollment.py
@@ -4,7 +4,6 @@ Unit tests for instructor.enrollment methods.
 
 import json
 from abc import ABCMeta
-from django.contrib.auth.models import User
 from courseware.models import StudentModule
 from django.test import TestCase
 from student.tests.factories import UserFactory
diff --git a/lms/djangoapps/instructor/tests/test_legacy_enrollment.py b/lms/djangoapps/instructor/tests/test_legacy_enrollment.py
index a072a2768e..f8c8f5559f 100644
--- a/lms/djangoapps/instructor/tests/test_legacy_enrollment.py
+++ b/lms/djangoapps/instructor/tests/test_legacy_enrollment.py
@@ -3,6 +3,8 @@ Unit tests for enrollment methods in views.py
 
 """
 
+from mock import patch
+
 from django.test.utils import override_settings
 from django.contrib.auth.models import User
 from django.core.urlresolvers import reverse
@@ -279,7 +281,6 @@ class TestInstructorEnrollsStudent(ModuleStoreTestCase, LoginEnrollmentTestCase)
             'You have been un-enrolled from Robot Super Course'
         )
 
-
     def test_send_mail_to_student(self):
         """
         Do invalid mail template test
@@ -289,3 +290,52 @@ class TestInstructorEnrollsStudent(ModuleStoreTestCase, LoginEnrollmentTestCase)
 
         send_mail_ret = send_mail_to_student('student0@test.com', d)
         self.assertFalse(send_mail_ret)
+
+    @patch('instructor.views.legacy.uses_shib')
+    def test_enrollment_email_on_shib_on(self, mock_uses_shib):
+        # Do email on enroll, shibboleth on test
+
+        course = self.course
+        mock_uses_shib.return_value = True
+
+        # Create activated, but not enrolled, user
+        UserFactory.create(username="student5_0", email="student5_0@test.com", first_name="ShibTest", last_name="Enrolled")
+
+        url = reverse('instructor_dashboard', kwargs={'course_id': course.id})
+        response = self.client.post(url, {'action': 'Enroll multiple students', 'multiple_students': 'student5_0@test.com, student5_1@test.com', 'auto_enroll': 'on', 'email_students': 'on'})
+
+        # Check the page output
+        self.assertContains(response, '<td>student5_0@test.com</td>')
+        self.assertContains(response, '<td>student5_1@test.com</td>')
+        self.assertContains(response, '<td>added, email sent</td>')
+        self.assertContains(response, '<td>user does not exist, enrollment allowed, pending with auto enrollment on, email sent</td>')
+
+        # Check the outbox
+        self.assertEqual(len(mail.outbox), 2)
+        self.assertEqual(
+            mail.outbox[0].subject,
+            'You have been enrolled in Robot Super Course'
+        )
+        self.assertEqual(
+            mail.outbox[0].body,
+            "Dear ShibTest Enrolled\n\nYou have been enrolled in Robot Super Course "
+            "at edx.org by a member of the course staff. "
+            "The course should now appear on your edx.org dashboard.\n\n"
+            "To start accessing course materials, please visit "
+            "https://edx.org/courses/MITx/999/Robot_Super_Course\n\n"
+            "----\nThis email was automatically sent from edx.org to ShibTest Enrolled"
+        )
+
+        self.assertEqual(
+            mail.outbox[1].subject,
+            'You have been invited to register for Robot Super Course'
+        )
+        self.assertEqual(
+            mail.outbox[1].body,
+            "Dear student,\n\nYou have been invited to join "
+            "Robot Super Course at edx.org by a member of the "
+            "course staff.\n\n"
+            "To access the course visit https://edx.org/courses/MITx/999/Robot_Super_Course and login.\n\n"
+            "----\nThis email was automatically sent from edx.org to "
+            "student5_1@test.com"
+        )
diff --git a/lms/djangoapps/instructor/views/api.py b/lms/djangoapps/instructor/views/api.py
index 2364e85cc2..5596ba9c41 100644
--- a/lms/djangoapps/instructor/views/api.py
+++ b/lms/djangoapps/instructor/views/api.py
@@ -33,7 +33,7 @@ import instructor_task.api
 from instructor_task.api_helper import AlreadyRunningError
 from instructor_task.views import get_task_completion_info
 import instructor.enrollment as enrollment
-from instructor.enrollment import enroll_email, unenroll_email
+from instructor.enrollment import enroll_email, unenroll_email, get_email_params
 from instructor.views.tools import strip_if_string, get_student_from_identifier
 from instructor.access import list_with_level, allow_access, revoke_access, update_forum_role
 import analytics.basic
@@ -189,7 +189,10 @@ def students_update_enrollment(request, course_id):
     - emails is string containing a list of emails separated by anything split_input_list can handle.
     - auto_enroll is a boolean (defaults to false)
         If auto_enroll is false, students will be allowed to enroll.
-        If auto_enroll is true, students will be enroled as soon as they register.
+        If auto_enroll is true, students will be enrolled as soon as they register.
+    - email_students is a boolean (defaults to false)
+        If email_students is true, students will be sent email notification
+        If email_students is false, students will not be sent email notification
 
     Returns an analog to this JSON structure: {
         "action": "enroll",
@@ -213,18 +216,25 @@ def students_update_enrollment(request, course_id):
         ]
     }
     """
+
     action = request.GET.get('action')
     emails_raw = request.GET.get('emails')
     emails = _split_input_list(emails_raw)
     auto_enroll = request.GET.get('auto_enroll') in ['true', 'True', True]
+    email_students = request.GET.get('email_students') in ['true', 'True', True]
+
+    email_params = {}
+    if email_students:
+        course = get_course_by_id(course_id)
+        email_params = get_email_params(course, auto_enroll)
 
     results = []
     for email in emails:
         try:
             if action == 'enroll':
-                before, after = enroll_email(course_id, email, auto_enroll)
+                before, after = enroll_email(course_id, email, auto_enroll, email_students, email_params)
             elif action == 'unenroll':
-                before, after = unenroll_email(course_id, email)
+                before, after = unenroll_email(course_id, email, email_students, email_params)
             else:
                 return HttpResponseBadRequest("Unrecognized action '{}'".format(action))
 
diff --git a/lms/djangoapps/instructor/views/instructor_dashboard.py b/lms/djangoapps/instructor/views/instructor_dashboard.py
index bfa85c9f09..7c3fd32a0a 100644
--- a/lms/djangoapps/instructor/views/instructor_dashboard.py
+++ b/lms/djangoapps/instructor/views/instructor_dashboard.py
@@ -26,6 +26,7 @@ from student.models import CourseEnrollment
 from bulk_email.models import CourseAuthorization
 from lms.lib.xblock.runtime import handler_prefix
 
+
 @ensure_csrf_cookie
 @cache_control(no_cache=True, no_store=True, must_revalidate=True)
 def instructor_dashboard_2(request, course_id):
diff --git a/lms/djangoapps/instructor/views/legacy.py b/lms/djangoapps/instructor/views/legacy.py
index 04df8e181c..98c18dc68b 100644
--- a/lms/djangoapps/instructor/views/legacy.py
+++ b/lms/djangoapps/instructor/views/legacy.py
@@ -66,6 +66,9 @@ log = logging.getLogger(__name__)
 FORUM_ROLE_ADD = 'add'
 FORUM_ROLE_REMOVE = 'remove'
 
+# For determining if a shibboleth course
+SHIBBOLETH_DOMAIN_PREFIX = 'shib:'
+
 
 def split_by_comma_and_whitespace(a_str):
     """
@@ -382,8 +385,8 @@ def instructor_dashboard(request, course_id):
                         module_state_key, err.message
                     )
                     log.exception("Encountered exception from rescore: student '{0}' problem '{1}'".format(
-                            unique_student_identifier, module_state_key
-                        )
+                        unique_student_identifier, module_state_key
+                    )
                     )
 
     elif "Get link to student's progress page" in action:
@@ -445,7 +448,7 @@ def instructor_dashboard(request, course_id):
                     try:
                         ddata.append([x.email, x.grades[aidx]])
                     except IndexError:
-                        log.debug('No grade for assignment %s (%s) for student %s'  % (aidx, aname, x.email))
+                        log.debug('No grade for assignment %s (%s) for student %s', aidx, aname, x.email)
                 datatable['data'] = ddata
 
                 datatable['title'] = 'Grades for assignment "%s"' % aname
@@ -632,10 +635,11 @@ def instructor_dashboard(request, course_id):
 
     elif action == 'Enroll multiple students':
 
+        is_shib_course = uses_shib(course)
         students = request.POST.get('multiple_students', '')
         auto_enroll = bool(request.POST.get('auto_enroll'))
         email_students = bool(request.POST.get('email_students'))
-        ret = _do_enroll_students(course, course_id, students, auto_enroll=auto_enroll, email_students=email_students)
+        ret = _do_enroll_students(course, course_id, students, auto_enroll=auto_enroll, email_students=email_students, is_shib_course=is_shib_course)
         datatable = ret['datatable']
 
     elif action == 'Unenroll multiple students':
@@ -1190,7 +1194,7 @@ def grade_summary(request, course_id):
 #-----------------------------------------------------------------------------
 # enrollment
 
-def _do_enroll_students(course, course_id, students, overload=False, auto_enroll=False, email_students=False):
+def _do_enroll_students(course, course_id, students, overload=False, auto_enroll=False, email_students=False, is_shib_course=False):
     """
     Do the actual work of enrolling multiple students, presented as a string
     of emails separated by commas or returns
@@ -1219,7 +1223,7 @@ def _do_enroll_students(course, course_id, students, overload=False, auto_enroll
         ceaset.delete()
 
     if email_students:
-        stripped_site_name = _remove_preview(settings.SITE_NAME)
+        stripped_site_name = settings.SITE_NAME
         registration_url = 'https://' + stripped_site_name + reverse('student.views.register_user')
         #Composition of email
         d = {'site_name': stripped_site_name,
@@ -1227,6 +1231,8 @@ def _do_enroll_students(course, course_id, students, overload=False, auto_enroll
              'course': course,
              'auto_enroll': auto_enroll,
              'course_url': 'https://' + stripped_site_name + '/courses/' + course_id,
+             'course_about_url': 'https://' + stripped_site_name + '/courses/' + course_id + '/about',
+             'is_shib_course': is_shib_course,
              }
 
     for student in new_students:
@@ -1308,7 +1314,7 @@ def _do_unenroll_students(course_id, students, email_students=False):
     old_students, _ = get_and_clean_student_list(students)
     status = dict([x, 'unprocessed'] for x in old_students)
 
-    stripped_site_name = _remove_preview(settings.SITE_NAME)
+    stripped_site_name = settings.SITE_NAME
     if email_students:
         course = course_from_id(course_id)
         #Composition of email
@@ -1377,6 +1383,7 @@ def send_mail_to_student(student, param_dict):
     `email_address`: email of student (a `str`)
     `full_name`: student full name (a `str`)
     `message`: type of email to send and template to use (a `str`)
+    `is_shib_course`: (a `boolean`)
                                         ]
     Returns a boolean indicating whether the email was sent successfully.
     """
@@ -1403,12 +1410,6 @@ def send_mail_to_student(student, param_dict):
         return False
 
 
-def _remove_preview(site_name):
-    if site_name[:8] == "preview.":
-        return site_name[8:]
-    return site_name
-
-
 def get_and_clean_student_list(students):
     """
     Separate out individual student email from the comma, or space separated string.
@@ -1593,3 +1594,12 @@ def get_background_task_table(course_id, problem_url=None, student=None, task_ty
             datatable['title'] = "{course_id} > {location}".format(course_id=course_id, location=problem_url)
 
     return msg, datatable
+
+
+def uses_shib(course):
+    """
+    Used to return whether course has Shibboleth as the enrollment domain
+
+    Returns a boolean indicating if Shibboleth authentication is set for this course.
+    """
+    return course.enrollment_domain and course.enrollment_domain.startswith(SHIBBOLETH_DOMAIN_PREFIX)
diff --git a/lms/static/coffee/src/instructor_dashboard/membership.coffee b/lms/static/coffee/src/instructor_dashboard/membership.coffee
index 03c6b705b6..590fd86f3e 100644
--- a/lms/static/coffee/src/instructor_dashboard/membership.coffee
+++ b/lms/static/coffee/src/instructor_dashboard/membership.coffee
@@ -8,6 +8,7 @@ such that the value can be defined later than this assignment (file load order).
 
 plantTimeout = -> window.InstructorDashboard.util.plantTimeout.apply this, arguments
 std_ajax_err = -> window.InstructorDashboard.util.std_ajax_err.apply this, arguments
+emailStudents = false
 
 
 class MemberListWidget
@@ -189,16 +190,20 @@ class BatchEnrollment
     @$btn_enroll             = @$container.find("input[name='enroll']'")
     @$btn_unenroll           = @$container.find("input[name='unenroll']'")
     @$checkbox_autoenroll    = @$container.find("input[name='auto-enroll']'")
+    @$checkbox_emailstudents = @$container.find("input[name='email-students']'")
     @$task_response          = @$container.find(".request-response")
     @$request_response_error = @$container.find(".request-response-error")
 
     # attach click handlers
 
     @$btn_enroll.click =>
+      emailStudents = @$checkbox_emailstudents.is(':checked')
+
       send_data =
         action: 'enroll'
         emails: @$emails_input.val()
         auto_enroll: @$checkbox_autoenroll.is(':checked')
+        email_students: emailStudents
 
       $.ajax
         dataType: 'json'
@@ -208,10 +213,13 @@ class BatchEnrollment
         error: std_ajax_err => @fail_with_error "Error enrolling/unenrolling students."
 
     @$btn_unenroll.click =>
+      emailStudents = @$checkbox_emailstudents.is(':checked')
+
       send_data =
         action: 'unenroll'
         emails: @$emails_input.val()
         auto_enroll: @$checkbox_autoenroll.is(':checked')
+        email_students: emailStudents
 
       $.ajax
         dataType: 'json'
@@ -244,6 +252,8 @@ class BatchEnrollment
     autoenrolled = []
     # students who are now not enrolled in the course
     notenrolled = []
+    # students who were not enrolled or allowed prior to unenroll action
+    notunenrolled = []
 
     # categorize student results into the above arrays.
     for student_results in data_from_server.results
@@ -272,15 +282,23 @@ class BatchEnrollment
 
       if student_results.error
         errors.push student_results
+
       else if student_results.after.enrollment
         enrolled.push student_results
+
       else if student_results.after.allowed
         if student_results.after.auto_enroll
           autoenrolled.push student_results
         else
           allowed.push student_results
+
+      # The instructor is trying to unenroll someone who is not enrolled or allowed to enroll; non-sensical action.
+      else if data_from_server.action is 'unenroll' and not (student_results.before.enrollment) and not (student_results.before.allowed) 
+        notunenrolled.push student_results
+
       else if not student_results.after.enrollment
         notenrolled.push student_results
+
       else
         console.warn 'student results not reported to user'
         console.warn student_results
@@ -310,21 +328,43 @@ class BatchEnrollment
       for student_results in errors
         render_list errors_label, (sr.email for sr in errors)
 
-    if enrolled.length
-      render_list "Students Enrolled:", (sr.email for sr in enrolled)
+    if enrolled.length and emailStudents
+      render_list gettext("Successfully enrolled and sent email to the following students:"), (sr.email for sr in enrolled)
 
-    if allowed.length
-      render_list "These students will be allowed to enroll once they register:",
+    if enrolled.length and not emailStudents
+      render_list gettext("Successfully enrolled the following students:"), (sr.email for sr in enrolled)
+
+    # Student hasn't registered so we allow them to enroll
+    if allowed.length and emailStudents
+      render_list gettext("Successfully sent enrollment emails to the following students. They will be allowed to enroll once they register:"),
         (sr.email for sr in allowed)
 
-    if autoenrolled.length
-      render_list "These students will be enrolled once they register:",
+    # Student hasn't registered so we allow them to enroll
+    if allowed.length and not emailStudents
+      render_list gettext("These students will be allowed to enroll once they register:"),
+        (sr.email for sr in allowed)
+
+    # Student hasn't registered so we allow them to enroll with autoenroll
+    if autoenrolled.length and emailStudents
+      render_list gettext("Successfully sent enrollment emails to the following students. They will be enrolled once they register:"),
         (sr.email for sr in autoenrolled)
 
-    if notenrolled.length
-      render_list "These students are now not enrolled:",
+    # Student hasn't registered so we allow them to enroll with autoenroll
+    if autoenrolled.length and not emailStudents
+      render_list gettext("These students will be enrolled once they register:"),
+        (sr.email for sr in autoenrolled)
+
+    if notenrolled.length and emailStudents
+      render_list gettext("Emails successfully sent. The following students are no longer enrolled in the course:"),
         (sr.email for sr in notenrolled)
 
+    if notenrolled.length and not emailStudents
+      render_list gettext("The following students are no longer enrolled in the course:"),
+        (sr.email for sr in notenrolled)
+
+    if notunenrolled.length
+      render_list gettext("These students were not affliliated with the course so could not be unenrolled:"),
+        (sr.email for sr in notunenrolled)
 
 # Wrapper for auth list subsection.
 # manages a list of users who have special access.
diff --git a/lms/static/sass/course/instructor/_instructor_2.scss b/lms/static/sass/course/instructor/_instructor_2.scss
index e0c0e3a6bb..d1a04ce185 100644
--- a/lms/static/sass/course/instructor/_instructor_2.scss
+++ b/lms/static/sass/course/instructor/_instructor_2.scss
@@ -309,6 +309,23 @@ section.instructor-dashboard-content-2 {
       font-weight: bold;
     }
   }
+  
+  label[for="email-students"]:hover + .email-students-hint {
+    display: block;
+  }
+
+  .email-students-hint {
+    position: absolute;
+    display: none;
+    padding: $baseline;
+    width: $half_width;
+    border: 1px solid $light-gray;
+    background-color: $white;
+
+    span.emph {
+      font-weight: bold;
+    }
+  }
 
   .batch-enrollment {
     textarea {
diff --git a/lms/templates/emails/enroll_email_allowedmessage.txt b/lms/templates/emails/enroll_email_allowedmessage.txt
index ad25c23eaf..a41cb6d11a 100644
--- a/lms/templates/emails/enroll_email_allowedmessage.txt
+++ b/lms/templates/emails/enroll_email_allowedmessage.txt
@@ -7,10 +7,19 @@ ${_("You have been invited to join {course_name} at {site_name} by a "
 		course_name=course.display_name_with_default,
 		site_name=site_name
 	)}
+% if is_shib_course:
+
+% if auto_enroll:
+${_("To access the course visit {course_url} and login.").format(course_url=course_url)}
+% else:
+${_("To access the course visit {course_about_url} and register for the course.").format(
+		course_about_url=course_about_url)}
+% endif
+
+% else:
 
 ${_("To finish your registration, please visit {registration_url} and fill "
-	"out the registration form making sure to use {email_address} in the "
-	"E-mail field.").format(
+	"out the registration form making sure to use {email_address} in the E-mail field.").format(
 		registration_url=registration_url,
 		email_address=email_address
 	)}
@@ -20,10 +29,11 @@ ${_("Once you have registered and activated your account, you will see "
 		course_name=course.display_name_with_default
 	)}
 % else:
-${_("Once you have registered and activated your account, visit {course_url} "
-	"to join the course.").format(course_url=course_url)}
+${_("Once you have registered and activated your account, visit {course_about_url} "
+	"to join the course.").format(course_about_url=course_about_url)}
 % endif
 
+% endif
 ----
 ${_("This email was automatically sent from {site_name} to "
 	"{email_address}").format(
diff --git a/lms/templates/emails/unenroll_email_enrolledmessage.txt b/lms/templates/emails/unenroll_email_enrolledmessage.txt
index f3e1bf8bdc..9a6e5d9161 100644
--- a/lms/templates/emails/unenroll_email_enrolledmessage.txt
+++ b/lms/templates/emails/unenroll_email_enrolledmessage.txt
@@ -11,7 +11,7 @@ ${_("You have been un-enrolled in {course_name} at {site_name} by a member "
 ${_("Your other courses have not been affected.")}
 
 ----
-${_("This email was automatically sent from  ${site_name} to "
-	"${full_name}").format(
+${_("This email was automatically sent from {site_name} to "
+	"{full_name}").format(
     	full_name=full_name, site_name=site_name
     )}
\ No newline at end of file
diff --git a/lms/templates/instructor/instructor_dashboard_2/membership.html b/lms/templates/instructor/instructor_dashboard_2/membership.html
index eea52cdfc6..aa05b47e17 100644
--- a/lms/templates/instructor/instructor_dashboard_2/membership.html
+++ b/lms/templates/instructor/instructor_dashboard_2/membership.html
@@ -32,8 +32,7 @@
   <p> ${_("Enter student emails separated by new lines or commas.")} </p>
   <textarea rows="6" cols="50" name="student-emails" placeholder="${_("Student Emails")}" spellcheck="false"></textarea>
   <br>
-  <input type="button" name="enroll" value="${_("Enroll")}" data-endpoint="${ section_data['enroll_button_url'] }" >
-  <input type="button" name="unenroll" value="${_("Unenroll")}" data-endpoint="${ section_data['unenroll_button_url'] }" >
+
   <input type="checkbox" name="auto-enroll" value="${_("Auto-Enroll")}" style="margin-top: 1em;">
   <label for="auto-enroll">${_("Auto Enroll")}</label>
   <div class="auto-enroll-hint">
@@ -41,6 +40,21 @@
         ${_("If auto enroll is left <em>unchecked</em>, students who have not yet registered for edX will not be enrolled, but will be allowed to enroll.")}
     </p>
   </div>
+  
+  <div>
+    <input type="checkbox" name="email-students" value="${_("Notify-students-by-email")}">
+    <label for="email-students">${_("Notify students by email")}</label>
+    <div class="email-students-hint">
+      <p> ${_("If email students is <em>checked</em> students will receive an email notification.")}
+      </p>
+    </div>
+  </div>
+  
+  <div>
+    <input type="button" name="enroll" value="${_("Enroll")}" data-endpoint="${ section_data['enroll_button_url'] }" >
+    <input type="button" name="unenroll" value="${_("Unenroll")}" data-endpoint="${ section_data['unenroll_button_url'] }" >
+  </div>
+
   <div class="request-response"></div>
   <div class="request-response-error"></div>
 </div>