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SN1 Reaction Mechanism

What are poss...

Question

What are possible product obtained in the following reaction?
$(C H_{3})_{3} - C - B r 80 % E t O H \to 20 % H_{2} O$ .

A

(C H_{3})_{2} = C H_{2}

via E

1

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B

(C H_{3})_{3} - C - O H

via

S_{N} 1

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C

(C H_{3})_{3} C - O - E t

via

S_{N} 1

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D

(C H_{3})_{2} = C H_{2}

via

E 2

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Solution

The correct option is C $(C H_{3})_{2} = C H_{2}$ via $E 2$
In Tertiary Alkyl Halides E2 reactions are favored over SN2 reactions. The greater the alkyl substitution, the faster the reaction, since in the Transiton stage, a double bond is formed partially. A greater substituted alkene is lower in energy. Hence the activating energy is reduced, making the reaction faster.

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Q. The order of decreasing stability of the carbanions is:
1)

(C H_{3})_{3} C^{-}

(C H_{3})_{2} {C H}^{-}

C H_{3} {C H_{2}}^{-}

C_{6} H_{5} {C H_{2}}^{-}

Q. Following are the structures of four isomer of hexane. Among the names given below, which correctly identifies the fifth isomer ?

{C H}_{3} {C H}_{2} {C H}_{2} {C H}_{2} {C H}_{2} {C H}_{3}

{({C H}_{3})}_{3} {C C H}_{2} {C H}_{3}

{({C H}_{3})}_{2} {C H C H}_{2} {C H}_{2} {C H}_{3}

{({C H}_{3})}_{2} C H C H {{(C H}_{2})}_{2}

Q. Rank the following intermediates according to the stability (most stable first) :

C H_{3} C H_{2} C H_{2} \oplus C H_{2}, C H_{3} \oplus C H C H_{2} C H_{3}, (C H_{3})_{2} \oplus C C H_{2} C H_{3}, (C H_{3})_{3} \oplus C

Q. Arrangement of

(C H_{3})_{3} - C -, (C H_{3})_{2} - C H_{2} -, C H_{3} - C H_{2} -

when attached to benzyl or an unsaturated group in increasing order of inductive effect is

Q. Which is the most suitable reagent among the following to distinguish compound (3) from rest of the compounds?

1. C H_{3} - C \equiv C - C H_{3}

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4. C H_{3} - C H = C H_{2}

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