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Part of OC-08 — Amines & Diazonium Salts

Worked Problems

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### Problem 1: Identify the product of Hoffmann bromamide degradation starting from benzamide ($C_{6}H_{5}CONH_{2}$) **Step 1:** Identify the starting material. - Benzamide = $C_{6}H_{5}CONH_{2}$ (7 carbons: phenyl ring + carbonyl carbon) **Step 2:** Apply Hoffmann bromamide equation. $$\text{C}_6\text{H}_5\text{CONH}_2 + \text{Br}_2 + 4\text{NaOH} \rightarrow \text{C}_6\text{H}_5\text{NH}_2 + \text{Na}_2\text{CO}_3 + 2\text{NaBr} + 2\text{H}_2\text{O}$$ **Step 3:** Count carbons in product. - Benzamide: 7 carbons ($C_{6}H_{5}CO$–) - Aniline product: 6 carbons ($C_{6}H_{5}$–), because the carbonyl carbon (–CO–) is lost as $Na_{2}CO_{3}$ - Product = **Aniline** ($C_{6}H_{5}$$NH_{2}$) **Answer:** Aniline (primary aromatic amine with one fewer carbon than benzamide).$

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