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CH(3)-C-= CH underset("dil." H(2)SO(4))o...

`CH_(3)-C-= CH underset("dil." H_(2)SO_(4))overset(HgSO_(4))(to) (A)`
`CH_(3) - C-= CHunderset((2) H_(2)O_(2)//HO^(-))overset((1) BH_(3).THF)(to) (B)`
Product (A) and (B) is differentiated by :

A

2-4 DNP

B

NaOI

C

Na-metal

D

`NaHSO_(3)`

Text Solution

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The correct Answer is:
To differentiate between the two products A and B formed from the reactions of CH₃-C≡CH, we can follow these steps: ### Step 1: Identify Product A 1. **Reaction with Dilute H₂SO₄ and HgSO₄**: - The compound CH₃-C≡CH (propyne) reacts with dilute sulfuric acid (H₂SO₄) in the presence of mercuric sulfate (HgSO₄). - According to Markovnikov's rule, the addition of water (H₂O) occurs such that the hydroxyl (OH) group attaches to the more substituted carbon (the one with fewer hydrogen atoms). - This results in the formation of an enol, which then tautomerizes to a ketone. **Product A**: CH₃-C(=O)-CH₃ (acetone) ### Step 2: Identify Product B 2. **Reaction with BH₃/THF followed by H₂O₂/OH⁻**: - The same starting compound CH₃-C≡CH reacts with borane (BH₃) in tetrahydrofuran (THF) followed by hydrogen peroxide (H₂O₂) in the presence of hydroxide ions (OH⁻). - This reaction follows the anti-Markovnikov rule, where the hydroxyl group attaches to the less substituted carbon. - The product formed is an enol, which then tautomerizes to an aldehyde. **Product B**: CH₃-CH₂-CHO (propionaldehyde) ### Step 3: Differentiation of Products A and B 3. **Distinguishing Tests**: - **Iodoform Test**: The iodoform test can be used to differentiate between the two products. - Product A (acetone) contains a methyl ketone group (C(=O)CH₃), which will give a positive iodoform test, producing a yellow precipitate. - Product B (propionaldehyde) does not have a methyl ketone group and will not give a positive iodoform test. ### Conclusion - **Product A (acetone)** will give a positive iodoform test, while **Product B (propionaldehyde)** will not. Therefore, the iodoform test can be used to differentiate between the two products.

To differentiate between the two products A and B formed from the reactions of CH₃-C≡CH, we can follow these steps: ### Step 1: Identify Product A 1. **Reaction with Dilute H₂SO₄ and HgSO₄**: - The compound CH₃-C≡CH (propyne) reacts with dilute sulfuric acid (H₂SO₄) in the presence of mercuric sulfate (HgSO₄). - According to Markovnikov's rule, the addition of water (H₂O) occurs such that the hydroxyl (OH) group attaches to the more substituted carbon (the one with fewer hydrogen atoms). - This results in the formation of an enol, which then tautomerizes to a ketone. ...
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