diff --git a/packages/spec-api/src/request-validations.ts b/packages/spec-api/src/request-validations.ts
index 223b439ce2a..d68d5ab2cfd 100644
--- a/packages/spec-api/src/request-validations.ts
+++ b/packages/spec-api/src/request-validations.ts
@@ -21,6 +21,22 @@ export const validateRawBodyEquals = (
     return;
   }
 
+  // For JSON content, perform semantic comparison to handle dictionary key order differences
+  if (typeof actualRawBody === "string" && typeof expectedRawBody === "string") {
+    if (isJsonContent(actualRawBody) && isJsonContent(expectedRawBody)) {
+      try {
+        const actualParsed = JSON.parse(actualRawBody);
+        const expectedParsed = JSON.parse(expectedRawBody);
+        if (!deepEqual(actualParsed, expectedParsed, { strict: true })) {
+          throw new ValidationError(BODY_NOT_EQUAL_ERROR_MESSAGE, expectedRawBody, actualRawBody);
+        }
+        return;
+      } catch {
+        // If JSON parsing fails, fall back to string comparison
+      }
+    }
+  }
+
   if (!deepEqual(actualRawBody, expectedRawBody, { strict: true })) {
     throw new ValidationError(BODY_NOT_EQUAL_ERROR_MESSAGE, expectedRawBody, actualRawBody);
   }
@@ -122,6 +138,18 @@ const isBodyEmpty = (body: string | Buffer | undefined | null) => {
   return body == null || body === "" || body.length === 0;
 };
 
+/**
+ * Check if the provided string content appears to be JSON.
+ * @param content string content to check.
+ */
+const isJsonContent = (content: string): boolean => {
+  const trimmed = content.trim();
+  return (
+    (trimmed.startsWith("{") && trimmed.endsWith("}")) ||
+    (trimmed.startsWith("[") && trimmed.endsWith("]"))
+  );
+};
+
 /**
  * Check whether the request header contains the given name/value pair
  */
diff --git a/packages/spec-api/test/dictionary-order.test.ts b/packages/spec-api/test/dictionary-order.test.ts
new file mode 100644
index 00000000000..350ffe3551d
--- /dev/null
+++ b/packages/spec-api/test/dictionary-order.test.ts
@@ -0,0 +1,202 @@
+import { describe, expect, it } from "vitest";
+import { RequestExpectation } from "../src/expectation.js";
+import { RequestExt } from "../src/types.js";
+import { validateBodyEquals, validateCoercedDateBodyEquals, validateRawBodyEquals } from "../src/request-validations.js";
+
+describe("Dictionary order sensitivity", () => {
+  it("should demonstrate current issue with string serialization order", () => {
+    // Test what actually happens when we serialize dictionaries
+    const dict1 = { k2: 2, k1: 1 };
+    const dict2 = { k1: 1, k2: 2 };
+    
+    const str1 = JSON.stringify(dict1);
+    const str2 = JSON.stringify(dict2);
+    
+    console.log("Dictionary 1 string:", str1);  // {"k2":2,"k1":1}
+    console.log("Dictionary 2 string:", str2);  // {"k1":1,"k2":2}
+    
+    // They create different JSON strings due to key order
+    expect(str1).not.toEqual(str2);
+  });
+
+  it("should now handle raw body comparison with different key order", () => {
+    // This used to be the issue - now it should pass
+    const requestExt = {
+      body: { k2: 2, k1: 1 },
+      rawBody: '{"k2":2,"k1":1}',
+    } as RequestExt;
+    
+    // Expected raw body with different key order
+    const expectedRawBody = '{"k1":1,"k2":2}';
+    
+    // This now passes due to semantic JSON comparison
+    expect(() => validateRawBodyEquals(requestExt, expectedRawBody)).not.toThrow();
+  });
+
+  it("should handle dictionaries with different key orders using direct validation", () => {
+    // Simulate request with dictionary in one order where body is parsed JSON
+    const requestExt = {
+      body: JSON.parse('{"k2":2,"k1":1}'), // This creates object with different internal order potentially
+      rawBody: '{"k2":2,"k1":1}',
+    } as RequestExt;
+    
+    // Expected dictionary in different order
+    const expectedBody = { k1: 1, k2: 2 };
+    
+    // Test the actual validation function directly
+    expect(() => validateBodyEquals(requestExt, expectedBody)).not.toThrow();
+  });
+
+  it("should handle dictionaries with different key orders", () => {
+    // Simulate request with dictionary in one order
+    const requestExt = {
+      body: { k2: 2, k1: 1 },
+      rawBody: JSON.stringify({ k2: 2, k1: 1 }),
+    } as RequestExt;
+    
+    const requestExpectation = new RequestExpectation(requestExt);
+    
+    // Expected dictionary in different order
+    const expectedBody = { k1: 1, k2: 2 };
+    
+    // This should pass - bodyEquals uses parsed body comparison which handles order
+    expect(() => requestExpectation.bodyEquals(expectedBody)).not.toThrow();
+  });
+
+  it("should now handle rawBodyEquals with different key order", () => {
+    // Simulate request with dictionary in one order
+    const requestExt = {
+      body: { k2: 2, k1: 1 },
+      rawBody: '{"k2":2,"k1":1}',
+    } as RequestExt;
+    
+    const requestExpectation = new RequestExpectation(requestExt);
+    
+    // Expected raw body string with different key order
+    const expectedRawBody = '{"k1":1,"k2":2}';
+    
+    // This now passes due to semantic JSON comparison
+    expect(() => requestExpectation.rawBodyEquals(expectedRawBody)).not.toThrow();
+  });
+
+  it("should handle nested dictionaries with different key orders", () => {
+    // Simulate request with nested dictionary in one order
+    const requestExt = {
+      body: { 
+        outer: { k2: 2, k1: 1 },
+        data: "test"
+      },
+      rawBody: JSON.stringify({ 
+        outer: { k2: 2, k1: 1 },
+        data: "test"
+      }),
+    } as RequestExt;
+    
+    const requestExpectation = new RequestExpectation(requestExt);
+    
+    // Expected nested dictionary in different order
+    const expectedBody = { 
+      data: "test",
+      outer: { k1: 1, k2: 2 }
+    };
+    
+    // This should pass
+    expect(() => requestExpectation.bodyEquals(expectedBody)).not.toThrow();
+  });
+
+  it("should handle coerced dictionaries with different key orders", () => {
+    // Simulate request with dictionary in one order
+    const requestExt = {
+      body: { k2: "2022-08-26T18:38:00.000Z", k1: "2022-08-26T18:38:00.000Z" },
+      rawBody: JSON.stringify({ k2: "2022-08-26T18:38:00.000Z", k1: "2022-08-26T18:38:00.000Z" }),
+    } as RequestExt;
+    
+    const requestExpectation = new RequestExpectation(requestExt);
+    
+    // Expected dictionary in different order with coerced dates
+    const expectedBody = { k1: "2022-08-26T18:38:00Z", k2: "2022-08-26T18:38:00Z" };
+    
+    // This should pass
+    expect(() => requestExpectation.coercedBodyEquals(expectedBody)).not.toThrow();
+  });
+
+  it("should still fail for semantically different dictionaries", () => {
+    // Simulate request with dictionary 
+    const requestExt = {
+      body: { k1: 1, k2: 2 },
+      rawBody: JSON.stringify({ k1: 1, k2: 2 }),
+    } as RequestExt;
+    
+    const requestExpectation = new RequestExpectation(requestExt);
+    
+    // Expected dictionary with different values
+    const expectedBody = { k1: 1, k2: 3 };
+    
+    // This should still fail because the values are actually different
+    expect(() => requestExpectation.bodyEquals(expectedBody)).toThrow();
+  });
+
+  it("should still fail for dictionaries with different keys", () => {
+    // Simulate request with dictionary 
+    const requestExt = {
+      body: { k1: 1, k2: 2 },
+      rawBody: JSON.stringify({ k1: 1, k2: 2 }),
+    } as RequestExt;
+    
+    const requestExpectation = new RequestExpectation(requestExt);
+    
+    // Expected dictionary with different keys
+    const expectedBody = { k1: 1, k3: 2 };
+    
+    // This should still fail because the keys are actually different
+    expect(() => requestExpectation.bodyEquals(expectedBody)).toThrow();
+  });
+
+  it("should handle non-JSON content normally", () => {
+    // Test non-JSON raw body comparison
+    const requestExt = {
+      body: "plain text content",
+      rawBody: "plain text content",
+    } as RequestExt;
+    
+    const requestExpectation = new RequestExpectation(requestExt);
+    
+    // Expected different plain text
+    const expectedRawBody = "different plain text";
+    
+    // This should still fail for different plain text content
+    expect(() => requestExpectation.rawBodyEquals(expectedRawBody)).toThrow();
+  });
+
+  it("should handle invalid JSON gracefully", () => {
+    // Test invalid JSON that can't be parsed
+    const requestExt = {
+      body: '{"invalid": json}',
+      rawBody: '{"invalid": json}',
+    } as RequestExt;
+    
+    const requestExpectation = new RequestExpectation(requestExt);
+    
+    // Expected different invalid JSON
+    const expectedRawBody = '{"different": invalid}';
+    
+    // This should fall back to string comparison and fail
+    expect(() => requestExpectation.rawBodyEquals(expectedRawBody)).toThrow();
+  });
+
+  it("should still pass for identical non-JSON content", () => {
+    // Test identical non-JSON raw body comparison
+    const requestExt = {
+      body: "identical text content",
+      rawBody: "identical text content",
+    } as RequestExt;
+    
+    const requestExpectation = new RequestExpectation(requestExt);
+    
+    // Expected identical plain text
+    const expectedRawBody = "identical text content";
+    
+    // This should pass for identical content
+    expect(() => requestExpectation.rawBodyEquals(expectedRawBody)).not.toThrow();
+  });
+});
\ No newline at end of file