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Consider the reaction: (i). (CH(3))(2)...

Consider the reaction:
(i). `(CH_(3))_(2)CH-CH_(2)Broverset(C_(2)H_(5)OH)to(CH_(3))_(2)CH-CH_(2)-O-C_(2)H_(5)+HBr`
(ii). `(CH_(3))_(2)CH-CH_(2)Broverset(C_(2)H_(5)O^(-))to(CH_(3))_(2)CH-CH_(2)-OC_(2)H_(5)+Br^(-)`
The mechanisms of reaction (i) and (ii) are respectively.

A

`S_(N^(1)) and S_(N^(2))`

B

`S_(N^(1)) and S_(N^(1))`

C

`S_(N^(2)) and S_(N^(2))`

D

`S_(N^(2)) and S_(N^(1))`

Text Solution

Verified by Experts

The correct Answer is:
C

It is the correct answer. In case the reaction is to proceed by `S_(N^(1))` mechanism in branched chain alkyl halides, rearrangement of the carbocation is expected in the slow step. Since no such rearrangement is actually noticed in the products in both the reactioin, this means that they both follows `S_(N^(2))` mechanism.
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DINESH PUBLICATION-HALOALKANES AND HALOARENES-Multiple choice
  1. Which is a nucleophilic substitution reaction among the following?

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  2. The compound which does not undergo hydrolysis by S(N^(1)) mechanism i...

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  3. Consider the reaction: (i). (CH(3))(2)CH-CH(2)Broverset(C(2)H(5)OH)t...

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  4. In the following sequences of reaction CH(3)Broverset(KCN)toAoverset...

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  5. In the replacement reaction gtunderset(|)(C)-I+Mfto gt underset(|)(C...

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  6. Which of the following alkyl halides has the lowest boiling point?

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  7. 2,4,6-trinitrochlorobenzene on warming with water produces:

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  8. Wurtz reaction of methyl iodide yields an organic compound X. Which of...

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  9. What products are formed when the following compounds are treated with...

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  10. RCl+NaI overset("Acetone")rarr R-I+NaCl This reaction is known as

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  11. Two possible stereo-structures of CH(3)CHOHCOOH, which are optically a...

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  12. In the reaction with HCl, an alkene reacts in accordance with the mark...

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  13. In an S(N^(1)) reaction on chiral centres, there is

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  14. The reaction ltBrgt CH(3)-underset(CH(3))underset(|)overset(CH(3))over...

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  15. The reaction of C(6)H(5)CH=CHCH(3) with HBr produces

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  16. In which of the following compounds, the C-Cl bond ionisation shall gi...

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  17. Which one of the following organohalogen compounds when heated with al...

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  18. Which of the following biphenyls is opticaly active?

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  19. For the following reactions: (A). CH(3)CH(2)CH(2)Br+KOHoverset((alc))t...

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  20. The correct order of the reactivity of the following compounds towards...

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