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[CH(3)CH(2)CH(2)overset(+NMe(3))overset(...

`[CH_(3)CH_(2)CH_(2)overset(+NMe_(3))overset(|)(CHCH_(3))]OHoverset(Delta)rarr`
The product obtained is .

A

`cis-CH_(3)CH_(2)CH=CHCH_(3)`

B

`trans-CH_(3)CH_(2)CH=CHCH_(3)`

C

`CH_(3)CH_(2)CH_(2)CH=CH_(2)`

D

a mixture of all of these

Text Solution

Verified by Experts

The correct Answer is:
D


Quaternary ammonium hydroxide unergoes Hofmann elimination to give the less substituted alkene (as the major product) resulting from loss of the more acidiec `beta (1^(@)gt2^(@) gt 3^(@)` This is the Hofman rule
Since the amine is a relatively poor leaving group the `TS` has more `C-H` bond -breaking than double bond formation or `NR_(3)` leaving Thus the acidity of the` betaH` becomes more important than the stability of the alkene that forms .
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R SHARMA-AMINES-Follow -up Test
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  2. The structure of C in the following sequence of reactions CH(3)CH(2)...

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  3. [CH(3)CH(2)CH(2)overset(+NMe(3))overset(|)(CHCH(3))]OHoverset(Delta)ra...

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  4. Which of the following quaternary ammonium hydroxides undergoes Saytze...

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  5. The thermal decomposition of the hydroxide salt of Ph overset(+)NM e(3...

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  6. The products (A) and (B) of the reaction CH(3)CH(2)NH(2)underset(hea...

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  7. Which of the following does not react with benzy1 chloride ?

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  8. Benozylation of primary and secondary amines with benzoy1 chloride in ...

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  9. Which of the following compound on treatment with benzenesulphony1 chl...

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  10. The reaction of p- aminophenol with one equivalent of acety1 chloride ...

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  11. Which of the following compounds does not react with 1^(@) and 2^(@) a...

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  12. Among the following compounds which one will produce a Schiff base on ...

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  13. Te end product (B) formed in the reaction sequence ph CHO underset(hea...

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  14. Which of the following does not form enamines with a secondary amine ?

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  15. Which of the following compound will react with cyclohexanone to form ...

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  16. Predict the end product of the following sequence of reactions (CH(...

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  17. Which of the following amines fail to give positive isocyanide test ?

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  18. Which of the following intermediates is formed during the carbylamine ...

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  19. Which of the following ary1 halides is most reactive toward reaction w...

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  20. Which of the following compounds is most readily nitrated with HNO(3) ...

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