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Identify the final product (Z) in the fo...

Identify the final product (Z) in the following sequence of reactions :
`Me_2C=O+HCNrarr(X) overset(H_3O^+)rarr(Y)overset(H_2SO_4)rarr`

A

`(CH_3)_2C(OH) COOH`

B

`CH_2=C(CH_3)COOH`

C

`HOCH_2CH(CH_3)COOH`

D

`CH_3CH=CHCOOH`

Text Solution

AI Generated Solution

The correct Answer is:
To identify the final product (Z) in the given sequence of reactions, let's break down the steps involved: ### Step 1: Identify the starting compound The starting compound is dimethyl ketone, which can be represented as: \[ \text{Me}_2C=O \] This can be written as: \[ \text{CH}_3C(=O)\text{CH}_3 \] ### Step 2: Reaction with HCN When dimethyl ketone reacts with hydrogen cyanide (HCN), the nucleophilic cyanide ion (CN⁻) attacks the carbonyl carbon. The reaction can be represented as follows: \[ \text{CH}_3C(=O)\text{CH}_3 + HCN \rightarrow \text{CH}_3C(\text{CN})(\text{OH})\text{CH}_3 \] This results in the formation of a cyanohydrin (X): \[ X = \text{CH}_3C(\text{CN})(\text{OH})\text{CH}_3 \] ### Step 3: Hydrolysis of X Next, when the cyanohydrin (X) is treated with hydronium ions (H₃O⁺), the cyanide group (CN) is hydrolyzed to a carboxylic acid (COOH): \[ \text{CH}_3C(\text{CN})(\text{OH})\text{CH}_3 + H_3O^+ \rightarrow \text{CH}_3C(\text{COOH})(\text{OH})\text{CH}_3 \] This product is denoted as Y: \[ Y = \text{CH}_3C(\text{COOH})(\text{OH})\text{CH}_3 \] ### Step 4: Reaction with H₂SO₄ When Y is treated with sulfuric acid (H₂SO₄), dehydration occurs. The hydroxyl group (OH) can be protonated, leading to the formation of a carbocation: \[ \text{CH}_3C(\text{COOH})(\text{OH})\text{CH}_3 \overset{H_2SO_4}{\rightarrow} \text{CH}_3C^+(\text{COOH})\text{CH}_3 + H_2O \] After the loss of water, we obtain a double bond: \[ \text{CH}_3C(=C)\text{CH}_3\text{COOH} \] ### Step 5: Final product Z The final product Z after the dehydration process is: \[ Z = \text{CH}_3C(=C)\text{CH}_3\text{COOH} \] This can also be represented as: \[ Z = \text{CH}_2=CH\text{COOH} \text{ (with a methyl group attached)} \] ### Summary of Products - **X**: \(\text{CH}_3C(\text{CN})(\text{OH})\text{CH}_3\) - **Y**: \(\text{CH}_3C(\text{COOH})(\text{OH})\text{CH}_3\) - **Z**: \(\text{CH}_2=CH\text{COOH}\)
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