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diff --git a/browser/components/preferences/tests/browser_privacy_syncDataClearing.js b/browser/components/preferences/tests/browser_privacy_syncDataClearing.js
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+++ b/browser/components/preferences/tests/browser_privacy_syncDataClearing.js
@@ -0,0 +1,287 @@
+/* Any copyright is dedicated to the Public Domain.
+ * http://creativecommons.org/publicdomain/zero/1.0/ */
+
+/*
+ * With no custom cleaning categories set and sanitizeOnShutdown disabled,
+ * the checkboxes "alwaysClear" and "deleteOnClose" should share the same state.
+ * The state of the cleaning categories cookies, cache and offlineApps should be in the state of the "deleteOnClose" box.
+ */
+add_task(async function test_syncWithoutCustomPrefs() {
+  await openPreferencesViaOpenPreferencesAPI("panePrivacy", {
+    leaveOpen: true,
+  });
+
+  let document = gBrowser.contentDocument;
+  let deleteOnCloseBox = document.getElementById("deleteOnClose");
+  let alwaysClearBox = document.getElementById("alwaysClear");
+
+  ok(!deleteOnCloseBox.checked, "DeleteOnClose initial state is deselected");
+  ok(!alwaysClearBox.checked, "AlwaysClear initial state is deselected");
+
+  deleteOnCloseBox.click();
+
+  ok(deleteOnCloseBox.checked, "DeleteOnClose is selected");
+  is(
+    deleteOnCloseBox.checked,
+    alwaysClearBox.checked,
+    "DeleteOnClose sets alwaysClear in the same state, selected"
+  );
+  ok(
+    Services.prefs.getBoolPref("privacy.clearOnShutdown.cookies"),
+    "Cookie cleaning pref is set"
+  );
+  ok(
+    Services.prefs.getBoolPref("privacy.clearOnShutdown.cache"),
+    "Cache cleaning pref is set"
+  );
+  ok(
+    Services.prefs.getBoolPref("privacy.clearOnShutdown.offlineApps"),
+    "OfflineApps cleaning pref is set"
+  );
+  ok(
+    !Services.prefs.getBoolPref("privacy.clearOnShutdown.downloads"),
+    "Downloads cleaning pref is not set"
+  );
+
+  deleteOnCloseBox.click();
+
+  ok(!deleteOnCloseBox.checked, "DeleteOnClose is deselected");
+  is(
+    deleteOnCloseBox.checked,
+    alwaysClearBox.checked,
+    "DeleteOnclose sets alwaysClear in the same state, deselected"
+  );
+
+  ok(
+    !Services.prefs.getBoolPref("privacy.clearOnShutdown.cookies"),
+    "Cookie cleaning pref is reset"
+  );
+  ok(
+    !Services.prefs.getBoolPref("privacy.clearOnShutdown.cache"),
+    "Cache cleaning pref is reset"
+  );
+  ok(
+    !Services.prefs.getBoolPref("privacy.clearOnShutdown.offlineApps"),
+    "OfflineApps cleaning pref is reset"
+  );
+  ok(
+    !Services.prefs.getBoolPref("privacy.clearOnShutdown.downloads"),
+    "Downloads cleaning pref is not set"
+  );
+
+  BrowserTestUtils.removeTab(gBrowser.selectedTab);
+  Services.prefs.clearUserPref("privacy.clearOnShutdown.downloads");
+  Services.prefs.clearUserPref("privacy.clearOnShutdown.offlineApps");
+  Services.prefs.clearUserPref("privacy.clearOnShutdown.cache");
+  Services.prefs.clearUserPref("privacy.clearOnShutdown.cookies");
+  Services.prefs.clearUserPref("privacy.sanitize.sanitizeOnShutdown");
+});
+
+/*
+ * With custom cleaning category already set and SanitizeOnShutdown enabled,
+ * deselecting "deleteOnClose" should not change the state of "alwaysClear".
+ * The state of the cleaning categories cookies, cache and offlineApps should be in the state of the "deleteOnClose" box.
+ */
+add_task(async function test_syncWithCustomPrefs() {
+  await SpecialPowers.pushPrefEnv({
+    set: [
+      ["privacy.clearOnShutdown.history", true],
+      ["privacy.sanitize.sanitizeOnShutdown", true],
+    ],
+  });
+
+  await openPreferencesViaOpenPreferencesAPI("panePrivacy", {
+    leaveOpen: true,
+  });
+
+  let document = gBrowser.contentDocument;
+  let deleteOnCloseBox = document.getElementById("deleteOnClose");
+  let alwaysClearBox = document.getElementById("alwaysClear");
+
+  ok(!deleteOnCloseBox.checked, "DeleteOnClose initial state is deselected");
+  ok(alwaysClearBox.checked, "AlwaysClear initial state is selected");
+
+  deleteOnCloseBox.click();
+
+  ok(deleteOnCloseBox.checked, "DeleteOnClose is selected");
+  is(
+    deleteOnCloseBox.checked,
+    alwaysClearBox.checked,
+    "AlwaysClear and deleteOnClose are in the same state, selected"
+  );
+  ok(
+    Services.prefs.getBoolPref("privacy.clearOnShutdown.history"),
+    "History cleaning pref is still set"
+  );
+
+  ok(
+    Services.prefs.getBoolPref("privacy.clearOnShutdown.cookies"),
+    "Cookie cleaning pref is set"
+  );
+  ok(
+    Services.prefs.getBoolPref("privacy.clearOnShutdown.cache"),
+    "Cache cleaning pref is set"
+  );
+  ok(
+    Services.prefs.getBoolPref("privacy.clearOnShutdown.offlineApps"),
+    "OfflineApps cleaning pref is set"
+  );
+
+  deleteOnCloseBox.click();
+
+  ok(!deleteOnCloseBox.checked, "DeleteOnClose is deselected");
+  is(
+    !deleteOnCloseBox.checked,
+    alwaysClearBox.checked,
+    "AlwaysClear is not synced with deleteOnClose, only deleteOnClose is deselected"
+  );
+
+  ok(
+    !Services.prefs.getBoolPref("privacy.clearOnShutdown.cookies"),
+    "Cookie cleaning pref is reset"
+  );
+  ok(
+    !Services.prefs.getBoolPref("privacy.clearOnShutdown.cache"),
+    "Cache cleaning pref is reset"
+  );
+  ok(
+    !Services.prefs.getBoolPref("privacy.clearOnShutdown.offlineApps"),
+    "OfflineApps cleaning pref is reset"
+  );
+  ok(
+    Services.prefs.getBoolPref("privacy.clearOnShutdown.history"),
+    "History cleaning pref is still set"
+  );
+
+  BrowserTestUtils.removeTab(gBrowser.selectedTab);
+  await SpecialPowers.popPrefEnv();
+});
+
+/*
+ * Setting/resetting cleaning prefs for cookies, cache, offline apps
+ * and selecting/deselecting the "alwaysClear" Box, also selects/deselects
+ * the "deleteOnClose" box.
+ */
+
+add_task(async function test_syncWithCustomPrefs() {
+  await openPreferencesViaOpenPreferencesAPI("panePrivacy", {
+    leaveOpen: true,
+  });
+
+  let document = gBrowser.contentDocument;
+  let deleteOnCloseBox = document.getElementById("deleteOnClose");
+  let alwaysClearBox = document.getElementById("alwaysClear");
+
+  ok(!deleteOnCloseBox.checked, "DeleteOnClose initial state is deselected");
+  ok(!alwaysClearBox.checked, "AlwaysClear initial state is deselected");
+
+  await SpecialPowers.pushPrefEnv({
+    set: [
+      ["privacy.clearOnShutdown.cookies", true],
+      ["privacy.clearOnShutdown.cache", true],
+      ["privacy.clearOnShutdown.offlineApps", true],
+      ["privacy.sanitize.sanitizeOnShutdown", true],
+    ],
+  });
+
+  ok(alwaysClearBox.checked, "AlwaysClear is selected");
+  is(
+    deleteOnCloseBox.checked,
+    alwaysClearBox.checked,
+    "AlwaysClear and deleteOnClose are in the same state, selected"
+  );
+
+  alwaysClearBox.click();
+
+  ok(!alwaysClearBox.checked, "AlwaysClear is deselected");
+  is(
+    deleteOnCloseBox.checked,
+    alwaysClearBox.checked,
+    "AlwaysClear and deleteOnClose are in the same state, deselected"
+  );
+
+  BrowserTestUtils.removeTab(gBrowser.selectedTab);
+  await SpecialPowers.popPrefEnv();
+});
+
+/*
+ * On loading the page, the ClearOnClose box should be set according to the pref selection
+ */
+add_task(async function test_initialState() {
+  await SpecialPowers.pushPrefEnv({
+    set: [
+      ["privacy.clearOnShutdown.cookies", true],
+      ["privacy.clearOnShutdown.cache", true],
+      ["privacy.clearOnShutdown.offlineApps", true],
+      ["privacy.sanitize.sanitizeOnShutdown", true],
+    ],
+  });
+
+  await openPreferencesViaOpenPreferencesAPI("panePrivacy", {
+    leaveOpen: true,
+  });
+
+  let document = gBrowser.contentDocument;
+  let deleteOnCloseBox = document.getElementById("deleteOnClose");
+
+  ok(
+    deleteOnCloseBox.checked,
+    "DeleteOnClose is set accordingly to the prefs, selected"
+  );
+
+  BrowserTestUtils.removeTab(gBrowser.selectedTab);
+
+  await SpecialPowers.pushPrefEnv({
+    set: [
+      ["privacy.clearOnShutdown.cookies", false],
+      ["privacy.clearOnShutdown.cache", false],
+      ["privacy.clearOnShutdown.offlineApps", false],
+      ["privacy.sanitize.sanitizeOnShutdown", true],
+      ["privacy.clearOnShutdown.history", true],
+    ],
+  });
+
+  await openPreferencesViaOpenPreferencesAPI("panePrivacy", {
+    leaveOpen: true,
+  });
+
+  document = gBrowser.contentDocument;
+  deleteOnCloseBox = document.getElementById("deleteOnClose");
+
+  ok(
+    !deleteOnCloseBox.checked,
+    "DeleteOnClose is set accordingly to the prefs, deselected"
+  );
+
+  BrowserTestUtils.removeTab(gBrowser.selectedTab);
+
+  // When private browsing mode autostart is selected, the deleteOnClose Box is selected always
+  await SpecialPowers.pushPrefEnv({
+    set: [
+      ["privacy.clearOnShutdown.cookies", false],
+      ["privacy.clearOnShutdown.cache", false],
+      ["privacy.clearOnShutdown.offlineApps", false],
+      ["privacy.sanitize.sanitizeOnShutdown", false],
+      ["browser.privatebrowsing.autostart", true],
+    ],
+  });
+
+  await openPreferencesViaOpenPreferencesAPI("panePrivacy", {
+    leaveOpen: true,
+  });
+
+  document = gBrowser.contentDocument;
+  deleteOnCloseBox = document.getElementById("deleteOnClose");
+
+  ok(
+    deleteOnCloseBox.checked,
+    "DeleteOnClose is set accordingly to the private Browsing autostart pref, selected"
+  );
+
+  // Reset history mode
+  let historyMode = document.getElementById("historyMode");
+  historyMode.value = "remember";
+  historyMode.doCommand();
+  BrowserTestUtils.removeTab(gBrowser.selectedTab);
+  await SpecialPowers.popPrefEnv();
+});