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underset((C4 H8 Cl2))A underset(373K)ove...

`underset((C_4 H_8 Cl_2))A underset(373K)overset("Hydrolysis")to underset((C_4H_8 O))B`
B reacts with Hydroxyl amine but does not give Tollen's test . Identify A and B

A

1,1 Dichlorobutane and 2-Butanone

B

2,2- Dichlorobutane and Butanal

C

1,1 - Dichlorobutane and Butanal

D

2,2-Dichlorobutane and 2-butane-one

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem, we need to identify the compounds A and B based on the given information. 1. **Identify Compound A (C₄H₈Cl₂)**: - The molecular formula C₄H₈Cl₂ suggests that we have a dichlorinated butane. - The most likely candidates for A are 1,2-Dichlorobutane or 2,2-Dichlorobutane. - Since hydrolysis is mentioned, we will consider how each of these compounds would react with water. 2. **Hydrolysis of A**: - Let's take 2,2-Dichlorobutane as our compound A. The structure is: ``` CH₃-CH(Cl)-C(Cl)-CH₃ ``` - When hydrolyzed, water acts as a nucleophile and attacks the carbon bonded to the chlorine atoms, leading to the substitution of Cl with OH groups. - The reaction proceeds as follows: - The first water molecule attacks one of the Cl atoms, leading to the formation of an alcohol and HCl. - The second water molecule will attack the other Cl, leading to the formation of a diol. - However, two hydroxyl groups on one carbon are not stable, so dehydration occurs, forming a ketone. 3. **Identify Compound B (C₄H₈O)**: - After hydrolysis, we get a compound with the formula C₄H₈O. - The structure of the product would be: ``` CH₃-CO-CH₂-CH₃ (butan-2-one) ``` - This compound is a ketone, which does not have an aldehyde group. 4. **Tollen's Test**: - The problem states that compound B does not give a Tollen's test. This is consistent because Tollen's test is used to identify aldehydes, and since B is a ketone, it will not react positively. 5. **Final Identification**: - Therefore, we conclude: - **Compound A** is **2,2-Dichlorobutane** (C₄H₈Cl₂). - **Compound B** is **butan-2-one** (C₄H₈O). ### Summary: - **A** = 2,2-Dichlorobutane (C₄H₈Cl₂) - **B** = Butan-2-one (C₄H₈O)
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