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JEE · NEET Previous Year Question

$Which of the following reaction is not feasible?$

Topic: JEE PYQ

Answer: B. Full step-by-step solution below.

A $CH_{3} - CH_{2} - OH \to 95 % H 2 SO 4443 K CH_{2} = CH_{2}$
B $H_{3} C - CH_{2} - CH_{2} - CH_{2} - OH \to 75 % H 2 SO 4300 K CH_{3} - CH_{2} - CH = CH_{2}$
C $H_{3} C - C H_{2} - C H (O H) - C H_{3} 85% H_{3} P O_{4} 440 K C H_{3} - C H = C H - C H_{3}$
D $C H_{3} - C (C H_{3}) (C H_{3}) - O H 20% H_{3} P O_{4} 358 K C H_{3} - C (C H_{3}) = C H_{2}$

Correct answer: B

Solution

(b) Reaction in option (b) is not feasible as it has a primary alcohol and the dehydration of a 1^{\circ} alcohol is preferable at temperatures of about 443 K . Secondary and tertiary alcohols are able to undergo dehydration at mild conditions too.

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