diff --git a/lib/services/ai/ai_api_service.dart b/lib/services/ai/ai_api_service.dart
index 6d8381e..28dc5ac 100644
--- a/lib/services/ai/ai_api_service.dart
+++ b/lib/services/ai/ai_api_service.dart
@@ -4,6 +4,7 @@ import 'dart:async';
 import 'dart:convert';
 
 import 'package:didvan/models/ai/files_model.dart';
+import 'package:didvan/services/app_initalizer.dart';
 import 'package:didvan/services/storage/storage.dart';
 import 'package:flutter/foundation.dart';
 import 'package:http/http.dart' as http;
@@ -70,7 +71,9 @@ class AiApiService {
       filename = file.basename;
 
       mimeType = file.isAudio()
-          ? 'audio/m4a'
+          ? file.isRecorded
+              ? 'audio/${kIsWeb && AppInitializer.getOperatingSystem() == 'iOS' ? 'webm' : 'm4a'}'
+              : 'audio/${file.extname.replaceAll('.', '')}'
           : file.isImage()
               ? 'image/png'
               : 'application/pdf';
diff --git a/lib/services/app_initalizer.dart b/lib/services/app_initalizer.dart
index 091de14..ca1a80b 100644
--- a/lib/services/app_initalizer.dart
+++ b/lib/services/app_initalizer.dart
@@ -1,3 +1,5 @@
+// ignore_for_file: avoid_web_libraries_in_flutter
+
 import 'package:didvan/main.dart';
 import 'package:didvan/models/notification_message.dart';
 import 'package:didvan/models/requests/news.dart';
@@ -14,6 +16,7 @@ import 'package:flutter/material.dart';
 import 'package:path_provider/path_provider.dart';
 import 'package:provider/provider.dart';
 import 'package:url_launcher/url_launcher_string.dart';
+import 'dart:html' as html;
 
 class AppInitializer {
   static String? fcmToken;
@@ -39,6 +42,24 @@ class AppInitializer {
     });
   }
 
+  static String getOperatingSystem() {
+    final userAgent = html.window.navigator.userAgent.toLowerCase();
+
+    if (userAgent.contains('windows')) {
+      return 'Windows';
+    } else if (userAgent.contains('mac os')) {
+      return 'MacOS';
+    } else if (userAgent.contains('iphone') || userAgent.contains('ipad')) {
+      return 'iOS';
+    } else if (userAgent.contains('android')) {
+      return 'Android';
+    } else if (userAgent.contains('linux')) {
+      return 'Linux';
+    } else {
+      return 'Unknown';
+    }
+  }
+
   static Future<SettingsData> initilizeSettings() async {
     try {
       final brightness = await StorageService.getValue(key: 'brightness');
diff --git a/lib/views/ai/widgets/ai_message_bar.dart b/lib/views/ai/widgets/ai_message_bar.dart
index b9bd547..5ed6476 100644
--- a/lib/views/ai/widgets/ai_message_bar.dart
+++ b/lib/views/ai/widgets/ai_message_bar.dart
@@ -8,6 +8,7 @@ import 'package:didvan/models/ai/bots_model.dart';
 import 'package:didvan/models/ai/chats_model.dart';
 import 'package:didvan/models/ai/files_model.dart';
 import 'package:didvan/models/ai/messages_model.dart';
+import 'package:didvan/services/app_initalizer.dart';
 import 'package:didvan/services/media/media.dart';
 import 'package:didvan/services/media/voice.dart';
 import 'package:didvan/utils/action_sheet.dart';
@@ -343,11 +344,11 @@ class _AiMessageBarState extends State<AiMessageBar> {
                                                                   .getDuration(
                                                                       src: path ??
                                                                           '');
-                                                                          
+
                                                           state.file = FilesModel(
                                                               path.toString(),
                                                               name:
-                                                                  '${DateTime.now().millisecondsSinceEpoch ~/ 1000}.m4a',
+                                                                  '${DateTime.now().millisecondsSinceEpoch ~/ 1000}.${kIsWeb && AppInitializer.getOperatingSystem() == 'iOS' ? 'webm' : 'm4a'}',
                                                               isRecorded: true,
                                                               audio: true,
                                                               image: false,