diff --git a/src/mongo/MongoScrapbook.ts b/src/mongo/MongoScrapbook.ts
index be056b78..1951d9aa 100644
--- a/src/mongo/MongoScrapbook.ts
+++ b/src/mongo/MongoScrapbook.ts
@@ -247,15 +247,7 @@ class FindMongoCommandsVisitor extends MongoVisitor<MongoCommand[]> {
 				const argAsObject = this.contextToObject(ctx);
 				const argText = EJSON.stringify(argAsObject);
 				lastCommand.arguments.push(argText);
-				let removeDuplicatedBackslash = /\\{4}(?=[0-9bwds.*])/gi;
-				/*
-				We remove duplicate backslashes due the behavior of '\b' - \b in a regex denotes word boundary, while \b in a string denotes backspace.
-				$regex syntax uses a string. Strings require slashes to be escaped, while /regex/ does not. Eg. /abc+\b/ is equivalent to {$regex: "abc+\\b"}.
-				{$regex: "abc+\b"} with an unescaped slash gets parsed as  {$regex: <EOF>}. The user can only type '\\b' (which is encoded as '\\\\b').
-				We need to convert this appropriately. Other special characters (\n, \t, \r) don't carry significance in regexes - we don't handle those
-				What the regex does: '\\{4}' looks for the escaped slash 4 times. Lookahead checks if the character being escaped has a special meaning.
-				*/
-				let escapeHandled = argText.replace(removeDuplicatedBackslash, `\\\\`);
+				let escapeHandled = this.deduplicateEscapesForRegex(argText);
 				let ejsonParsed = {};
 				try {
 					ejsonParsed = EJSON.parse(escapeHandled);
@@ -404,7 +396,8 @@ class FindMongoCommandsVisitor extends MongoVisitor<MongoCommand[]> {
 			// It is intended for the errors thrown here to be handled by the catch block.
 			let tokenObject = new RegExp(pattern, flags);
 			tokenObject = tokenObject;
-			return { $regex: pattern, $options: flags };
+			// we are passing back a $regex annotation, hence we ensure parity wit the $regex syntax
+			return { $regex: this.regexToStringNotation(pattern), $options: flags };
 		} catch (error) { //User may not have finished typing
 			let err: IParsedError = parseError(error);
 			this.addErrorToCommand(err, ctx);
@@ -419,4 +412,23 @@ class FindMongoCommandsVisitor extends MongoVisitor<MongoCommand[]> {
 		command.errors.push(currentErrorDesc);
 	}
 
+	private regexToStringNotation(pattern: string): string {
+		// The equivalence:
+		// /ker\b/ <=> $regex: "ker\\b", /ker\\b/ <=> "ker\\\\b"
+		return pattern.replace(/\\([0-9a-z.*])/i, '\\\\$1');
+	}
+
+	private deduplicateEscapesForRegex(argAsString: string) {
+		let removeDuplicatedBackslash = /\\{4}([0-9a-z.*])/gi;
+		/*
+		We remove duplicate backslashes due the behavior of '\b' - \b in a regex denotes word boundary, while \b in a string denotes backspace.
+		$regex syntax uses a string. Strings require slashes to be escaped, while /regex/ does not. Eg. /abc+\b/ is equivalent to {$regex: "abc+\\b"}.
+		{$regex: "abc+\b"} with an unescaped slash gets parsed as  {$regex: <EOF>}. The user can only type '\\b' (which is encoded as '\\\\b').
+		We need to convert this appropriately. Other special characters (\n, \t, \r) don't carry significance in regexes - we don't handle those
+		What the regex does: '\\{4}' looks for the escaped slash 4 times. Lookahead checks if the character being escaped has a special meaning.
+		*/
+		let escapeHandled = argAsString.replace(removeDuplicatedBackslash, `\\\\$1`);
+		return escapeHandled;
+	}
+
 }
diff --git a/test/mongoGetCommand.test.ts b/test/mongoGetCommand.test.ts
index 8d7f7605..cc0d2e1c 100644
--- a/test/mongoGetCommand.test.ts
+++ b/test/mongoGetCommand.test.ts
@@ -746,6 +746,38 @@ suite("scrapbook parsing Tests", () => {
         assert.deepEqual([generatedRegExp2.flags, generatedRegExp2.source], ["g", "^(hello?= world).*[^0-9]+|(world\\b\\*){0,2}$"]);
     });
 
+    test("test regular expression parsing interoperability - word break", () => {
+        let text1 = `db.test1.beep.find({ sku:  /ker\\b/g })`; // equivalent to user typing out /ker\b/
+        let command1 = getCommandFromTextAtLocation(text1, new Position(0, 0));
+        let generatedRegExp1 = (<any>command1.argumentObjects[0]).sku;
+        let text2 = `db.test1.beep.find({ sku:  {$regex: "ker\\\\b", $options: "g"} })`;
+        let command2 = getCommandFromTextAtLocation(text2, new Position(0, 0));
+        let generatedRegExp2 = (<any>command2.argumentObjects[0]).sku;
+        assert.deepEqual([generatedRegExp1.flags, generatedRegExp1.source], ["g", "ker\\b"]);
+        assert.deepEqual([generatedRegExp2.flags, generatedRegExp2.source], ["g", "ker\\b"]);
+    });
+
+    test("test regular expression parsing interoperability - newline", () => {
+        let text1 = `db.test1.beep.find({ sku:  /ker\\n/g })`; // equivalent to user typing out /ker\n/
+        let command1 = getCommandFromTextAtLocation(text1, new Position(0, 0));
+        let generatedRegExp1 = (<any>command1.argumentObjects[0]).sku;
+        let text2 = `db.test1.beep.find({ sku:  {$regex: "ker\\\\n", $options: "g"} })`;
+        let command2 = getCommandFromTextAtLocation(text2, new Position(0, 0));
+        let generatedRegExp2 = (<any>command2.argumentObjects[0]).sku;
+        assert.deepEqual([generatedRegExp2.flags, generatedRegExp2.source], ["g", "ker\\n"]);
+        assert.deepEqual([generatedRegExp1.flags, generatedRegExp1.source], ["g", "ker\\n"]);
+    });
+    test("test regular expression parsing interoperability - carriage return", () => {
+        let text1 = `db.test1.beep.find({ sku:  /ker\\r/g })`; // equivalent to user typing out /ker\r/
+        let command1 = getCommandFromTextAtLocation(text1, new Position(0, 0));
+        let generatedRegExp1 = (<any>command1.argumentObjects[0]).sku;
+        let text2 = `db.test1.beep.find({ sku:  {$regex: "ker\\\\r", $options: "g"} })`;
+        let command2 = getCommandFromTextAtLocation(text2, new Position(0, 0));
+        let generatedRegExp2 = (<any>command2.argumentObjects[0]).sku;
+        assert.deepEqual([generatedRegExp1.flags, generatedRegExp1.source], ["g", "ker\\r"]);
+        assert.deepEqual([generatedRegExp2.flags, generatedRegExp2.source], ["g", "ker\\r"]);
+    });
+
     test("test regular expressions - only pattern, no flags", () => {
         let text = `db.test1.beep.find({ sku: { $regex: "789$" } })`;
         let command = getCommandFromTextAtLocation(text, new Position(0, 0));