diff --git a/src/compiler/emitter.ts b/src/compiler/emitter.ts
index 4a0b03f7285..e4fb282f22f 100644
--- a/src/compiler/emitter.ts
+++ b/src/compiler/emitter.ts
@@ -5121,6 +5121,11 @@ export function createPrinter(printerOptions: PrinterOptions = {}, handlers: Pri
                         shouldDecreaseIndentAfterEmit = true;
                     }
 
+                    if (shouldEmitInterveningComments && format & ListFormat.DelimitersMask && !positionIsSynthesized(child.pos)) {
+                        const commentRange = getCommentRange(child);
+                        emitTrailingCommentsOfPosition(commentRange.pos, /*prefixSpace*/ !!(format & ListFormat.SpaceBetweenSiblings), /*forceNoNewline*/ true);
+                    }
+
                     writeLine(separatingLineTerminatorCount);
                     shouldEmitInterveningComments = false;
                 }
diff --git a/tests/baselines/reference/arrowFunctionParsingDoesNotConfuseParenthesizedObjectForArrowHead.js b/tests/baselines/reference/arrowFunctionParsingDoesNotConfuseParenthesizedObjectForArrowHead.js
index abf6e9e184d..5e99656ebde 100644
--- a/tests/baselines/reference/arrowFunctionParsingDoesNotConfuseParenthesizedObjectForArrowHead.js
+++ b/tests/baselines/reference/arrowFunctionParsingDoesNotConfuseParenthesizedObjectForArrowHead.js
@@ -20,7 +20,7 @@ const test = () => ({
 //// [arrowFunctionParsingDoesNotConfuseParenthesizedObjectForArrowHead.js]
 var test = function () { return ({
     // "Identifier expected." error on "!" and two "Duplicate identifier '(Missing)'." errors on space.
-    prop: !value,
+    prop: !value, // remove ! to see that errors will be gone
     run: function () {
         // comment next line or remove "()" to see that errors will be gone
         if (!a.b()) {
diff --git a/tests/baselines/reference/assignmentCompatBug3.js b/tests/baselines/reference/assignmentCompatBug3.js
index f56bd9b492e..b0497db1715 100644
--- a/tests/baselines/reference/assignmentCompatBug3.js
+++ b/tests/baselines/reference/assignmentCompatBug3.js
@@ -30,8 +30,8 @@ foo(x + y);
 //// [assignmentCompatBug3.js]
 function makePoint(x, y) {
     return {
-        get x() { return x; },
-        get y() { return y; },
+        get x() { return x; }, // shouldn't be "void"
+        get y() { return y; }, // shouldn't be "void"
         //x: "yo",
         //y: "boo",
         dist: function () {
diff --git a/tests/baselines/reference/bindingPatternCannotBeOnlyInferenceSource.js b/tests/baselines/reference/bindingPatternCannotBeOnlyInferenceSource.js
index d188000eb4f..a1f2c641c8f 100644
--- a/tests/baselines/reference/bindingPatternCannotBeOnlyInferenceSource.js
+++ b/tests/baselines/reference/bindingPatternCannotBeOnlyInferenceSource.js
@@ -45,7 +45,7 @@ var _d = useReduxDispatch1(function (d, f) { return ({
             p[_i] = arguments[_i];
         }
         return d(f.funcA.apply(f, p));
-    },
+    }, // p should be inferrable
     funcB: function () {
         var p = [];
         for (var _i = 0; _i < arguments.length; _i++) {
diff --git a/tests/baselines/reference/callSignaturesWithParameterInitializers2.js b/tests/baselines/reference/callSignaturesWithParameterInitializers2.js
index d3fe83f04af..b792b96dec6 100644
--- a/tests/baselines/reference/callSignaturesWithParameterInitializers2.js
+++ b/tests/baselines/reference/callSignaturesWithParameterInitializers2.js
@@ -49,7 +49,7 @@ c.foo(1);
 var b = {
     foo: function (x) {
         if (x === void 0) { x = 1; }
-    },
+    }, // error
     foo: function (x) {
         if (x === void 0) { x = 1; }
     },
diff --git a/tests/baselines/reference/circularResolvedSignature.js b/tests/baselines/reference/circularResolvedSignature.js
index 891f2a17732..a7d67877584 100644
--- a/tests/baselines/reference/circularResolvedSignature.js
+++ b/tests/baselines/reference/circularResolvedSignature.js
@@ -24,7 +24,7 @@ Object.defineProperty(exports, "__esModule", { value: true });
 exports.Component = void 0;
 function Component() {
     var _a = useState(function () { return ({
-        value: "string",
+        value: "string", // this should be a number
         foo: function (arg) { return setState(arg); },
         bar: function (arg) { return setState(arg); },
     }); }), state = _a[0], setState = _a[1];
diff --git a/tests/baselines/reference/commentsOnObjectLiteral5.js b/tests/baselines/reference/commentsOnObjectLiteral5.js
new file mode 100644
index 00000000000..0bb52c712a2
--- /dev/null
+++ b/tests/baselines/reference/commentsOnObjectLiteral5.js
@@ -0,0 +1,18 @@
+//// [tests/cases/compiler/commentsOnObjectLiteral5.ts] ////
+
+//// [commentsOnObjectLiteral5.ts]
+const a = {
+    p0: 0, // Comment 0
+    p1: 0, /* Comment 1
+    A multiline comment. */
+    p2: 0, // Comment 2
+};
+
+
+//// [commentsOnObjectLiteral5.js]
+var a = {
+    p0: 0, // Comment 0
+    p1: 0, /* Comment 1
+    A multiline comment. */
+    p2: 0, // Comment 2
+};
diff --git a/tests/baselines/reference/commentsOnObjectLiteral5.symbols b/tests/baselines/reference/commentsOnObjectLiteral5.symbols
new file mode 100644
index 00000000000..c3bbeb3365b
--- /dev/null
+++ b/tests/baselines/reference/commentsOnObjectLiteral5.symbols
@@ -0,0 +1,18 @@
+//// [tests/cases/compiler/commentsOnObjectLiteral5.ts] ////
+
+=== commentsOnObjectLiteral5.ts ===
+const a = {
+>a : Symbol(a, Decl(commentsOnObjectLiteral5.ts, 0, 5))
+
+    p0: 0, // Comment 0
+>p0 : Symbol(p0, Decl(commentsOnObjectLiteral5.ts, 0, 11))
+
+    p1: 0, /* Comment 1
+>p1 : Symbol(p1, Decl(commentsOnObjectLiteral5.ts, 1, 10))
+
+    A multiline comment. */
+    p2: 0, // Comment 2
+>p2 : Symbol(p2, Decl(commentsOnObjectLiteral5.ts, 2, 10))
+
+};
+
diff --git a/tests/baselines/reference/commentsOnObjectLiteral5.types b/tests/baselines/reference/commentsOnObjectLiteral5.types
new file mode 100644
index 00000000000..df998cf963f
--- /dev/null
+++ b/tests/baselines/reference/commentsOnObjectLiteral5.types
@@ -0,0 +1,22 @@
+//// [tests/cases/compiler/commentsOnObjectLiteral5.ts] ////
+
+=== commentsOnObjectLiteral5.ts ===
+const a = {
+>a : { p0: number; p1: number; p2: number; }
+>{    p0: 0, // Comment 0    p1: 0, /* Comment 1    A multiline comment. */    p2: 0, // Comment 2} : { p0: number; p1: number; p2: number; }
+
+    p0: 0, // Comment 0
+>p0 : number
+>0 : 0
+
+    p1: 0, /* Comment 1
+>p1 : number
+>0 : 0
+
+    A multiline comment. */
+    p2: 0, // Comment 2
+>p2 : number
+>0 : 0
+
+};
+
diff --git a/tests/baselines/reference/divergentAccessorsTypes6.js b/tests/baselines/reference/divergentAccessorsTypes6.js
index ad1f727efab..f425a69223b 100644
--- a/tests/baselines/reference/divergentAccessorsTypes6.js
+++ b/tests/baselines/reference/divergentAccessorsTypes6.js
@@ -49,9 +49,9 @@ var o1 = {
 };
 // A setter annotation still implies the getter return type.
 var o2 = {
-    get p1() { return 0; },
+    get p1() { return 0; }, // error - no annotation means type is implied from the setter annotation
     set p1(value) { },
-    get p2() { return 0; },
+    get p2() { return 0; }, // ok - explicit annotation
     set p2(value) { },
 };
 
diff --git a/tests/baselines/reference/duplicateObjectLiteralProperty.js b/tests/baselines/reference/duplicateObjectLiteralProperty.js
index eebc221b84a..c4b2b29293d 100644
--- a/tests/baselines/reference/duplicateObjectLiteralProperty.js
+++ b/tests/baselines/reference/duplicateObjectLiteralProperty.js
@@ -23,9 +23,9 @@ var y = {
 //// [duplicateObjectLiteralProperty.js]
 var x = {
     a: 1,
-    b: true,
-    a: 56,
-    \u0061: "ss",
+    b: true, // OK
+    a: 56, // Duplicate
+    \u0061: "ss", // Duplicate
     a: {
         c: 1,
         "c": 56, // Duplicate
diff --git a/tests/baselines/reference/excessPropertyCheckWithMultipleDiscriminants.js b/tests/baselines/reference/excessPropertyCheckWithMultipleDiscriminants.js
index 63f22539315..af0b2f4ee8c 100644
--- a/tests/baselines/reference/excessPropertyCheckWithMultipleDiscriminants.js
+++ b/tests/baselines/reference/excessPropertyCheckWithMultipleDiscriminants.js
@@ -149,7 +149,7 @@ Object.defineProperty(exports, "__esModule", { value: true });
 var foo = {
     type: "number",
     value: 10,
-    multipleOf: 5,
+    multipleOf: 5, // excess property
     format: "what?"
 };
 // This has excess error because variant three is the only applicable case.
diff --git a/tests/baselines/reference/excessPropertyCheckWithNestedArrayIntersection.js b/tests/baselines/reference/excessPropertyCheckWithNestedArrayIntersection.js
index 400291c42ba..45856ab77d7 100644
--- a/tests/baselines/reference/excessPropertyCheckWithNestedArrayIntersection.js
+++ b/tests/baselines/reference/excessPropertyCheckWithNestedArrayIntersection.js
@@ -29,7 +29,7 @@ const repro: BugRepro = {
 var repro = {
     dataType: {
         fields: [{
-                key: 'bla',
+                key: 'bla', // should be OK: Not excess
                 value: null,
             }],
     }
diff --git a/tests/baselines/reference/indexSignatures1.js b/tests/baselines/reference/indexSignatures1.js
index 8fe8b097cd3..68035dcd392 100644
--- a/tests/baselines/reference/indexSignatures1.js
+++ b/tests/baselines/reference/indexSignatures1.js
@@ -356,7 +356,7 @@ const y2 = dom.data123;
 dom = { data123: 'hello' };
 dom = { date123: 'hello' }; // Error
 const funcs = {
-    sfoo: x => x.length,
+    sfoo: x => x.length, // x: string
     nfoo: x => x * 2, // n: number
 };
 i1[s0]; // Error
diff --git a/tests/baselines/reference/namespaceImportTypeQuery2.js b/tests/baselines/reference/namespaceImportTypeQuery2.js
index 76be90d8beb..b72e8c28a65 100644
--- a/tests/baselines/reference/namespaceImportTypeQuery2.js
+++ b/tests/baselines/reference/namespaceImportTypeQuery2.js
@@ -38,6 +38,6 @@ exports.B = B;
 "use strict";
 Object.defineProperty(exports, "__esModule", { value: true });
 var t = {
-    A: undefined,
+    A: undefined, // ok
     B: undefined,
 };
diff --git a/tests/baselines/reference/namespaceImportTypeQuery3.js b/tests/baselines/reference/namespaceImportTypeQuery3.js
index d206a9fc2c7..af70b797591 100644
--- a/tests/baselines/reference/namespaceImportTypeQuery3.js
+++ b/tests/baselines/reference/namespaceImportTypeQuery3.js
@@ -31,6 +31,6 @@ exports.B = B;
 "use strict";
 Object.defineProperty(exports, "__esModule", { value: true });
 var t = {
-    A: undefined,
+    A: undefined, // ok
     B: undefined,
 };
diff --git a/tests/baselines/reference/namespaceImportTypeQuery4.js b/tests/baselines/reference/namespaceImportTypeQuery4.js
index 0390f537218..ef360640097 100644
--- a/tests/baselines/reference/namespaceImportTypeQuery4.js
+++ b/tests/baselines/reference/namespaceImportTypeQuery4.js
@@ -29,6 +29,6 @@ exports.B = B;
 "use strict";
 Object.defineProperty(exports, "__esModule", { value: true });
 var t = {
-    A: undefined,
+    A: undefined, // error
     B: undefined,
 };
diff --git a/tests/baselines/reference/objectLitArrayDeclNoNew.js b/tests/baselines/reference/objectLitArrayDeclNoNew.js
index 0f287bc965a..7fd3705cbdd 100644
--- a/tests/baselines/reference/objectLitArrayDeclNoNew.js
+++ b/tests/baselines/reference/objectLitArrayDeclNoNew.js
@@ -43,7 +43,7 @@ var Test;
     function bug() {
         var state = null;
         return {
-            tokens: Gar[],
+            tokens: Gar[], //IToken[],  // Missing new. Correct syntax is: tokens: new IToken[]
             endState: state
         };
     }
diff --git a/tests/baselines/reference/objectLiteralShorthandPropertiesErrorFromNoneExistingIdentifier.js b/tests/baselines/reference/objectLiteralShorthandPropertiesErrorFromNoneExistingIdentifier.js
index 4bbb4ad22df..037e1037f1c 100644
--- a/tests/baselines/reference/objectLiteralShorthandPropertiesErrorFromNoneExistingIdentifier.js
+++ b/tests/baselines/reference/objectLiteralShorthandPropertiesErrorFromNoneExistingIdentifier.js
@@ -9,6 +9,6 @@ var x = {
 
 //// [objectLiteralShorthandPropertiesErrorFromNoneExistingIdentifier.js]
 var x = {
-    x: x,
+    x: x, // OK
     undefinedVariable: undefinedVariable // Error
 };
diff --git a/tests/baselines/reference/privateNameBadDeclaration.js b/tests/baselines/reference/privateNameBadDeclaration.js
index 713c306d5b4..a50cca6788f 100644
--- a/tests/baselines/reference/privateNameBadDeclaration.js
+++ b/tests/baselines/reference/privateNameBadDeclaration.js
@@ -22,8 +22,8 @@ class C {
 //// [privateNameBadDeclaration.js]
 function A() { }
 A.prototype = {
-    : 1,
-    : function () { },
+    : 1, // Error
+    : function () { }, // Error
     get () { return ""; } // Error
 };
 var B = /** @class */ (function () {
@@ -32,8 +32,8 @@ var B = /** @class */ (function () {
     return B;
 }());
 B.prototype = {
-    : 2,
-    : function () { },
+    : 2, // Error
+    : function () { }, // Error
     get () { return ""; } // Error
 };
 var C = /** @class */ (function () {
diff --git a/tests/baselines/reference/thisTypeInFunctions.js b/tests/baselines/reference/thisTypeInFunctions.js
index e4bb20031cf..a2c96374334 100644
--- a/tests/baselines/reference/thisTypeInFunctions.js
+++ b/tests/baselines/reference/thisTypeInFunctions.js
@@ -254,7 +254,7 @@ function implicitThis(n) {
 }
 var impl = {
     a: 12,
-    explicitVoid2: function () { return _this.a; },
+    explicitVoid2: function () { return _this.a; }, // ok, this: any because it refers to some outer object (window?)
     explicitVoid1: function () { return 12; },
     explicitStructural: function () {
         return this.a;
diff --git a/tests/baselines/reference/thisTypeInFunctionsNegative.js b/tests/baselines/reference/thisTypeInFunctionsNegative.js
index 786f9959409..15163fcf27a 100644
--- a/tests/baselines/reference/thisTypeInFunctionsNegative.js
+++ b/tests/baselines/reference/thisTypeInFunctionsNegative.js
@@ -227,7 +227,7 @@ let impl = {
     explicitVoid1() {
         return this.a; // error, no 'a' in 'void'
     },
-    explicitVoid2: () => this.a,
+    explicitVoid2: () => this.a, // ok, `this:any` because it refers to an outer object
     explicitStructural: () => 12,
     explicitInterface: () => 12,
     explicitThis() {
diff --git a/tests/baselines/reference/typeSatisfaction_contextualTyping2.js b/tests/baselines/reference/typeSatisfaction_contextualTyping2.js
index eb64d29940b..c7a2c0bc5b5 100644
--- a/tests/baselines/reference/typeSatisfaction_contextualTyping2.js
+++ b/tests/baselines/reference/typeSatisfaction_contextualTyping2.js
@@ -13,7 +13,7 @@ let obj: { f(s: string): void } & Record<string, unknown> = {
 //// [typeSatisfaction_contextualTyping2.js]
 "use strict";
 var obj = {
-    f: function (s) { },
+    f: function (s) { }, // "incorrect" implicit any on 's'
     g: function (s) { }
 };
 // This needs to not crash (outer node is not expression)
diff --git a/tests/baselines/reference/typeSatisfaction_propertyValueConformance3.js b/tests/baselines/reference/typeSatisfaction_propertyValueConformance3.js
index c232746984d..c474d13bbfe 100644
--- a/tests/baselines/reference/typeSatisfaction_propertyValueConformance3.js
+++ b/tests/baselines/reference/typeSatisfaction_propertyValueConformance3.js
@@ -18,6 +18,6 @@ exports.Palette = void 0;
 // All of these should be Colors, but I only use some of them here.
 exports.Palette = {
     white: { r: 255, g: 255, b: 255 },
-    black: { r: 0, g: 0, d: 0 },
+    black: { r: 0, g: 0, d: 0 }, // <- oops! 'd' in place of 'b'
     blue: { r: 0, g: 0, b: 255 },
 };
diff --git a/tests/baselines/reference/variableDeclaratorResolvedDuringContextualTyping.js b/tests/baselines/reference/variableDeclaratorResolvedDuringContextualTyping.js
index 1de04aa686b..f6979d12611 100644
--- a/tests/baselines/reference/variableDeclaratorResolvedDuringContextualTyping.js
+++ b/tests/baselines/reference/variableDeclaratorResolvedDuringContextualTyping.js
@@ -153,7 +153,7 @@ var FileService = /** @class */ (function () {
             data: "someData"
         }).then(function (response) {
             var result = {
-                stat: _this.jsonToStat(newFilePath, "someString"),
+                stat: _this.jsonToStat(newFilePath, "someString"), // _this needs to be emitted to the js file
                 isNew: response.status === 201
             };
             return WinJS.TPromise.as(result);
diff --git a/tests/cases/compiler/commentsOnObjectLiteral5.ts b/tests/cases/compiler/commentsOnObjectLiteral5.ts
new file mode 100644
index 00000000000..726b429a711
--- /dev/null
+++ b/tests/cases/compiler/commentsOnObjectLiteral5.ts
@@ -0,0 +1,9 @@
+// @removeComments: false
+// @target: ES5
+
+const a = {
+    p0: 0, // Comment 0
+    p1: 0, /* Comment 1
+    A multiline comment. */
+    p2: 0, // Comment 2
+};