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NEET
Exam
NEET
Subject
Chemistry
Chapter
Carboxylic Acid Derivatives

NEET · Chemistry · Carboxylic Acid Derivatives

Cyclohexene is treated with hot acidic KMnO_4 to give an...

Cyclohexene is treated with hot acidic KMnO4\text{KMnO}_4 to give an intermediate organic product 'A'. Product 'A' is then heated strongly with excess ammonia to give the final product 'B'. The IUPAC name of product 'B' is:

Options

  1. AHexanedioic acid
  2. BCyclohexanecarboxamide
  3. CHexanediamide
  4. DHexane-1,6-diamine

Correct answer

C. Hexanediamide

Step-by-step solution

Cyclohexene undergoes oxidative cleavage of the double bond upon treatment with hot acidic KMnO4\text{KMnO}_4, opening the ring to form hexanedioic acid (adipic acid) as product 'A'.

When hexanedioic acid is heated strongly with excess ammonia, it first forms an ammonium salt which on strong heating loses water molecules to form an amide. Since it is a dicarboxylic acid, both carboxyl groups are converted to amide groups, yielding hexanediamide (adipamide) as product 'B'.

Reaction:
Cyclohexene →\rightarrow HOOC−(CH2)4−COOH\text{HOOC}-(\text{CH}_2)_4-\text{COOH} (Product A)
HOOC−(CH2)4−COOH\text{HOOC}-(\text{CH}_2)_4-\text{COOH} + excess NH3\text{NH}_3 + strong heat →\rightarrow H2NOC−(CH2)4−CONH2\text{H}_2\text{NOC}-(\text{CH}_2)_4-\text{CONH}_2 (Product B)

Answer: Hexanediamide
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