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Major product of the following SN1 react...

Major product of the following `S_N1` reaction is :
`H_3C-underset(Br)underset(|)(CH)-underset(CH_3)underset(|)(CHCH_3)+bar(O)C_2H_4rarr`

A

`H_3C-underset(OC_2H_5)underset(|)(CH)-overset(CH_3)overset(|)(CH)-CH_3`

B

`H_3C-underset(CH_3)underset(|)(CH)-CH_2CH_2OC_2H_5`

C

`CH_3CH_2-underset(OC_2H_5)underset(|)overset(CH_3)overset(|)("CCH"_3)`

D

`CH_3CH=overset(CH_3)overset(|)("CCH"_5)`

Text Solution

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The correct Answer is:
To determine the major product of the given SN1 reaction, we will follow a systematic approach: ### Step 1: Identify the Reactant The reactant is given as: \[ \text{H}_3\text{C}-\text{Br}-\text{C}(\text{CH}_3)-\text{C}(\text{CH}_3) \] ### Step 2: Mechanism of SN1 Reaction The SN1 reaction proceeds in two steps: 1. Formation of a carbocation. 2. Nucleophilic attack on the carbocation. ### Step 3: Carbocation Formation In the first step, the bromine atom (leaving group) will leave, resulting in the formation of a carbocation. The structure will look like this: \[ \text{H}_3\text{C}-\text{C}^+(\text{CH}_3)-\text{C}(\text{CH}_3) \] ### Step 4: Determine the Stability of the Carbocation The carbocation formed is a secondary carbocation because it is attached to two carbon atoms. Secondary carbocations can rearrange to form more stable carbocations if possible. ### Step 5: Rearrangement of Carbocation To achieve a more stable tertiary carbocation, a hydride shift can occur. A hydrogen atom from the adjacent carbon can shift to the carbocation carbon, resulting in: \[ \text{H}_3\text{C}-\text{C}(\text{CH}_3)-\text{C}^+(\text{CH}_3) \] This results in a tertiary carbocation: \[ \text{C}^+(\text{CH}_3)-\text{C}(\text{CH}_3)-\text{C}(\text{H}_3) \] ### Step 6: Nucleophilic Attack The nucleophile, which is ethoxide (\( \text{O-C}_2\text{H}_5 \)), will now attack the positively charged carbon of the tertiary carbocation: \[ \text{C}^+(\text{CH}_3)-\text{C}(\text{CH}_3)-\text{O-C}_2\text{H}_5 \] ### Step 7: Formation of the Product The product formed will have the structure: \[ \text{H}_3\text{C}-\text{C}(\text{CH}_3)-\text{C}(\text{O-C}_2\text{H}_5) \] This product has a butane chain with the ethoxy group attached to one of the carbon atoms. ### Step 8: Identify the Major Product Now, we compare the options provided in the question. The correct major product will be the one that has: - A butane parent chain. - The ethoxy group and the methyl group attached to the same carbon. ### Conclusion Thus, the major product of the given SN1 reaction is option C. ---

To determine the major product of the given SN1 reaction, we will follow a systematic approach: ### Step 1: Identify the Reactant The reactant is given as: \[ \text{H}_3\text{C}-\text{Br}-\text{C}(\text{CH}_3)-\text{C}(\text{CH}_3) \] ### Step 2: Mechanism of SN1 Reaction The SN1 reaction proceeds in two steps: ...
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