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Dehydration of Alcohols

Consider the ...

Question

Consider the given reaction:
$C H_{3} - C H = C H - C H_{2} - O H H B r ⟶ S_{N} 1 [P]$
In the given reaction the product $[P]$ is:

C H_{3} - C H = C H - C H_{2} - B r

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C H_{3} - B r | C H - C H = C H_{2}

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C H_{2} = C H - C H = C H_{2}

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C H_{3} - B r | C H - C H_{2} - C H_{2} - O H

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Solution

The correct option is A $C H_{3} - B r | C H - C H = C H_{2}$
As the dehydration takes place through $S N^{1}$ mechanism so the carbocation intermediate forms.

More stable carbocation gives major product.

The correct answer is $B$ .

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S_{N} 2

K I

C H_{3} - C H_{2} - C H_{2} - C H_{2} - C l a n d C H_{3} - C H ∣ C H_{3} - C H_{2} - C l

(I) (I I)

C H_{3} - C H_{2} - C H_{2} - C l a n d C H_{3} - C H_{2} - C H_{2} - B r

(I) (I I)

C H_{3} - C H ∣ C H_{3} - C H_{2} - C H_{2} - C l a n d C H_{3} - C H_{3} ∣ C ∣ C H_{3} - C H_{2} C l

(I) (I I)

C H_{3} - C H_{2} - C H_{2} - B r ∣ C H - C H_{3} a n d C H_{3} - C H_{3} ∣ C H - C H_{2} - B r ∣ C H - C H_{3}

(I) (I I)

A . C H_{3} - C H = C H_{2} + H C l ⟶ C H_{3} - C | C l H - C H_{3}

B . C H_{3} - C H = C H_{2} + H B r ⟶ C H_{3} - C H_{2} - C H_{2} B r

C . C H_{3} - C H = C H_{2} + H B r p e r o x i d e - ---- \to C H_{3} - C H_{2} - C H_{2} - B r

D . C H_{3} - C H = C H_{2} + H I p e r o x i d e - ---- \to C H_{3} - C | I H - C H_{3}

A g N O_{3}

(A) C H_{3} - C H_{2} - C | B r H - + C H - C H_{3}

(B) C H_{3} - C H_{2} - C | I H - + C H - C H_{3}

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