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Question

The compound 'X' reacts with ammonical AgNO3 to give a white precipitate and on oxidation with hot alkaline KMnO4 gives the acid (CH3)2CHCOOH. Therefore, 'X' is:

A
CH2=CHCH=CHCH2
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B
CH3(CH2)2CCH
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C
(CH3)2CHCCH
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D
(CH3)2C=C=CH2
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Solution

The correct option is C (CH3)2CHCCH
Ammonical AgNO3 reacts with acidic hydrogen and white ppt. forms.
So, here reactant is end alkyne (as they have acidic hydrogen).Also on oxidation with alkaline KMnO4 it forms acid.
(CH3)2CHCHhot alkalineKMnO4−−−−−−−−−−−(CH3)2CHCOOH
(CH3)2CHCHTollens Reagent−−−−−−−−−White ppt

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