diff --git a/src/WebResponses.cpp b/src/WebResponses.cpp
index c1dbe4b8e..2878a2c1d 100644
--- a/src/WebResponses.cpp
+++ b/src/WebResponses.cpp
@@ -631,7 +631,7 @@ void AsyncFileResponse::_setContentTypeFromPath(const String &path) {
   const char *dot = strrchr(cpath, '.');
 
   if (!dot) {
-    _contentType = T_text_plain;
+    _contentType = T_application_octet_stream;
     return;
   }
 
@@ -663,20 +663,20 @@ void AsyncFileResponse::_setContentTypeFromPath(const String &path) {
     _contentType = T_font_woff;
   } else if (strcmp(dot, T__ttf) == 0) {
     _contentType = T_font_ttf;
-  } else if (strcmp(dot, T__eot) == 0) {
-    _contentType = T_font_eot;
   } else if (strcmp(dot, T__xml) == 0) {
     _contentType = T_text_xml;
   } else if (strcmp(dot, T__pdf) == 0) {
     _contentType = T_application_pdf;
   } else if (strcmp(dot, T__mp4) == 0) {
     _contentType = T_video_mp4;
-  } else if (strcmp(dot, T__zip) == 0) {
-    _contentType = T_application_zip;
-  } else if (strcmp(dot, T__gz) == 0) {
-    _contentType = T_application_x_gzip;
-  } else {
+  } else if (strcmp(dot, T__opus) == 0) {
+    _contentType = T_audio_opus;
+  } else if (strcmp(dot, T__webm) == 0) {
+    _contentType = T_video_webm;
+  } else if (strcmp(dot, T__txt) == 0) {
     _contentType = T_text_plain;
+  } else {
+    _contentType = T_application_octet_stream;
   }
 #endif
 }
diff --git a/src/literals.h b/src/literals.h
index ed2a29a50..fc0fff13c 100644
--- a/src/literals.h
+++ b/src/literals.h
@@ -103,35 +103,36 @@ static constexpr const char *T_RCT_EVENT = "RCT_EVENT";
 static constexpr const char *T_ERROR = "ERROR";
 
 // extensions & MIME-Types
-static constexpr const char *T__avif = ".avif";
-static constexpr const char *T__css = ".css";
-static constexpr const char *T__eot = ".eot";
-static constexpr const char *T__gif = ".gif";
-static constexpr const char *T__gz = ".gz";
-static constexpr const char *T__htm = ".htm";
-static constexpr const char *T__html = ".html";
-static constexpr const char *T__ico = ".ico";
-static constexpr const char *T__jpg = ".jpg";
-static constexpr const char *T__js = ".js";
-static constexpr const char *T__json = ".json";
-static constexpr const char *T__mp4 = ".mp4";
-static constexpr const char *T__pdf = ".pdf";
-static constexpr const char *T__png = ".png";
-static constexpr const char *T__svg = ".svg";
-static constexpr const char *T__ttf = ".ttf";
-static constexpr const char *T__webp = ".webp";
-static constexpr const char *T__woff = ".woff";
-static constexpr const char *T__woff2 = ".woff2";
-static constexpr const char *T__xml = ".xml";
-static constexpr const char *T__zip = ".zip";
-static constexpr const char *T_application_javascript = "application/javascript";
+static constexpr const char *T__avif = ".avif";    // AVIF: Highly compressed images. Compatible with all modern browsers.
+static constexpr const char *T__csv = ".csv";      // CSV: Data logging and configuration
+static constexpr const char *T__css = ".css";      // CSS: Styling for web interfaces
+static constexpr const char *T__gif = ".gif";      // GIF: Simple animations. Legacy support
+static constexpr const char *T__gz = ".gz";        // GZ: compressed files
+static constexpr const char *T__htm = ".htm";      // HTM: Web interface files
+static constexpr const char *T__html = ".html";    // HTML: Web interface files
+static constexpr const char *T__ico = ".ico";      // ICO: Favicons, system icons. Legacy support
+static constexpr const char *T__jpg = ".jpg";      // JPEG/JPG: Photos. Legacy support
+static constexpr const char *T__js = ".js";        // JavaScript: Interactive functionality
+static constexpr const char *T__json = ".json";    // JSON: Data exchange format
+static constexpr const char *T__mp4 = ".mp4";      // MP4: Proprietary format. Worse compression than WEBM.
+static constexpr const char *T__opus = ".opus";    // OPUS: High compression audio format
+static constexpr const char *T__pdf = ".pdf";      // PDF: Universal document format
+static constexpr const char *T__png = ".png";      // PNG: Icons, logos, transparency. Legacy support
+static constexpr const char *T__svg = ".svg";      // SVG: Vector graphics, icons (scalable, tiny file sizes)
+static constexpr const char *T__ttf = ".ttf";      // TTF: Font file. Legacy support
+static constexpr const char *T__txt = ".txt";      // TXT: Plain text files
+static constexpr const char *T__webm = ".webm";    // WebM: Video. Open source, optimized for web. Compatible with all modern browsers.
+static constexpr const char *T__webp = ".webp";    // WebP: Highly compressed images. Compatible with all modern browsers.
+static constexpr const char *T__woff = ".woff";    // WOFF: Font file. Legacy support
+static constexpr const char *T__woff2 = ".woff2";  // WOFF2: Better compression. Compatible with all modern browsers.
+static constexpr const char *T__xml = ".xml";      // XML: Configuration and data files
+static constexpr const char *T_application_javascript = "application/javascript";  // Obsolete type for JavaScript
 static constexpr const char *T_application_json = "application/json";
 static constexpr const char *T_application_msgpack = "application/msgpack";
+static constexpr const char *T_application_octet_stream = "application/octet-stream";
 static constexpr const char *T_application_pdf = "application/pdf";
-static constexpr const char *T_application_x_gzip = "application/x-gzip";
 static constexpr const char *T_app_xform_urlencoded = "application/x-www-form-urlencoded";
-static constexpr const char *T_application_zip = "application/zip";
-static constexpr const char *T_font_eot = "font/eot";
+static constexpr const char *T_audio_opus = "audio/opus";
 static constexpr const char *T_font_ttf = "font/ttf";
 static constexpr const char *T_font_woff = "font/woff";
 static constexpr const char *T_font_woff2 = "font/woff2";
@@ -143,11 +144,14 @@ static constexpr const char *T_image_svg_xml = "image/svg+xml";
 static constexpr const char *T_image_webp = "image/webp";
 static constexpr const char *T_image_x_icon = "image/x-icon";
 static constexpr const char *T_text_css = "text/css";
+static constexpr const char *T_text_csv = "text/csv";
 static constexpr const char *T_text_event_stream = "text/event-stream";
 static constexpr const char *T_text_html = "text/html";
+static constexpr const char *T_text_javascript = "text/javascript";
 static constexpr const char *T_text_plain = "text/plain";
-static constexpr const char *T_video_mp4 = "video/mp4";
 static constexpr const char *T_text_xml = "text/xml";
+static constexpr const char *T_video_mp4 = "video/mp4";
+static constexpr const char *T_video_webm = "video/webm";
 
 // Response codes
 static constexpr const char *T_HTTP_CODE_100 = "Continue";