B reacts with Hydroxyl amine but does not give Tollen's test. Identify A and B.- A1, 1-Dichlorobutane and Butanal
- B2, 2-Dichlorobutane and Butan-2-one
- C1, 1-Dichlorobutane and 2-Butanone
- D2, 2-Dichlorobutane and Butanal
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Correct answer: B
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We are told that B reacts with hydroxylamine but does not give Tollens' test.
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Reaction with hydroxylamine: Hydroxylamine, , reacts with carbonyl compounds to form oximes. So must be either:
- an aldehyde, or
- a ketone.
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Tollens' test:
- Aldehydes generally give a positive Tollens' test.
- Ketones generally do not give Tollens' test.
Therefore, since does not give Tollens' test, must be a ketone.
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Among the given options:
- Butanal = aldehyde
- Butan-2-one / 2-butanone = ketone
Hence, Butan-2-one (2-butanone).
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Now identify . The question implies that on hydrolysis/related transformation gives .
- A gem-dihalide of type on hydrolysis gives a ketone.
- A gem-dihalide of type on hydrolysis gives an aldehyde.
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Check the structures:
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1,1-Dichlorobutane has both Cl on terminal carbon: On hydrolysis, this gives: which is butanal (aldehyde).
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2,2-Dichlorobutane has both Cl on second carbon: On hydrolysis, this gives: which is butan-2-one (ketone).
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Since must be butan-2-one, the corresponding is 2,2-dichlorobutane.
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Therefore the correct pair is:
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Option check:
- A: -Dichlorobutane and Butanal ❌ (aldehyde gives Tollens' test)
- B: -Dichlorobutane and Butan-2-one ✅
- C: -Dichlorobutane and 2-Butanone ❌ (mismatch in conversion)
- D: -Dichlorobutane and Butanal ❌
So, the correct answer is B.
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