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2-chloro-2-methylpentane on reaction wit...

2-chloro-2-methylpentane on reaction with sodium methoxide in methanol yields:
(a) `C_(2)H_(5)CH_(2)overset(CH_(3))overset(|)underset(CH_(3))underset(|)(C)-OCH_(3)` (b) `C_(2)H_(5)CH_(2)underset(CH_(3))underset(|)(C)=CH_(2)` (c) `C_(2)H_(5)CH_(2)=underset(CH_(3))underset(|)(C)-CH_(3)`

A

all of these

B

(I) and (III)

C

III only

D

I and II

Text Solution

Verified by Experts

The correct Answer is:
A
`CH_(3)CH_(2)CH_(2)underset(Cl)underset(|)overset(CH_(3))overset(|)C CH_(3) underset("Elimination")overset(CH_(3)ONa)to underset("(major)")(CH_(3)CH_(2)CH=overset(CH_(3))overset(|)C-CH_(3))+underset("(minor)")(CH_(3)CH_(2)CH_(2)overset(CH_(3))overset(|)C=CH_(2))`
In this reaction, elimination occurs because 2-chloro-2-methylpentane is a `3^(@)` alkyl halide. It can also undergo nucleophilic substitution reaction as:
`CH_(3)CH_(2)CH_(2)underset(Cl)underset(|)overset(CH_(3))overset(|)C CH_(3) overset((CH_(3)ONa)to CH_(3)CH_(2)CH_(2)-underset(OCH_(3))underset(|)overset(CH_(3))overset(|)C-CH_(3)` (`S_(N)1` product)
Therefore, all these will be formed.
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Which of the following products can be formed when 2 -chloro -2- methylpentane reacts with sodium methoxide in methanol? 1. C_(2)H_(5)CH_(2)overset(CH_(2))overset("| ")underset(CH_(3))underset("| ")"C "-OCH_(3) 2. C_(2)H_(5)CH_(2)underset(CH_(3))underset("| ")"C "=CH_(2) 3. C_(2)H_(5)CH=underset(CH_(3))underset("| ")"C "-CH_(3)

2-chloro-2-methylpentane on reaction with sodium methoxide in methanol yields (A) C_2H_5CH_2overset(CH_3)overset(|)underset(CH_3)underset(|)C-OCH_3 (B) C_2H_5 CH_2underset(CH_3)underset(|)C=CH_2 (C ) C_2H_5 CH=underset(CH_3)underset(|)C-CH_3

CH_(3)-CH_(2)-CH_(2)-underset(OH)underset(|)(C )H-CH_(3) and CH_(3)-CH_(2)-underset(OH)underset(|)(C )H-CH_(2)-CH_(2)-CH_(3) are

CH_(3)-underset(Cl)underset(|)(C )H-underset(I)underset(|)(C )H-CH_(3) CH_(3)-underset(CH_(3))underset(|)(C)H-(CH_(2))_(4)-underset(CH_(3))underset(|)(C )H-underset(Br)underset(|)(C )H-CH_(2)CH_(3)

IUPAC name of CH_(3)-overset(H)overset(|)underset(C_(2)H_(5))underset(|)C-overset(C_(4)H_(9))overset(|)underset(CH_(3))underset(|)C-CH_(3) is

MODERN PUBLICATION-HALOALKANES AND HALOARENES-B. MULTIPLE CHOICE QUESTIONS (from competitive Examinations)
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