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Question

Which of the following(s) will undergo acid-base reaction with Grignard reagent ?

A
RNH2
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B
ROH
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C
RCO2H
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D
H2S
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Solution

The correct option is D H2S
RX+MgEt2O−−RMgX(Grignard reagent)
Amine, alcohol, H2S and carboxylic acid all contains acidic hydrogen and grignard reagent acting as strong base take up proton to form alkane.

A. RMgX+RNH2Dry Ether−−−−−RH+MgX(NHR)
Mechanism:


B. ROHRMgX−−−−Dry etherRH

C. RCOOHRMgX−−−−Dry etherRH

D. H2SRMgX−−−−Dry etherRH

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