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In the given reaction, OHC-(CH(2))(3)-...

In the given reaction,
`OHC-(CH_(2))_(3)-overset(O)overset(||)C-CH_(3)overset(overset(Theta)(O)H//Delta)rarr (X)'`
the major product 'X' will be

A

B

C

D

Text Solution

AI Generated Solution

The correct Answer is:
To solve the given reaction step by step, we need to analyze the structure and the reaction conditions provided. The reaction involves a carbonyl compound with hydroxide ion (OH-) as a base, and we are looking for the major product 'X'. ### Step 1: Identify the Structure The compound given is: \[ \text{OHC-(CH}_2\text{)}_3-\text{C=O-CH}_3 \] This structure includes an aldehyde (OHC-) and a ketone (C=O) functional group. ### Step 2: Identify the Alpha Protons In this compound, the alpha protons are located on the carbon atoms adjacent to the carbonyl groups. We have two potential alpha positions: 1. The carbon adjacent to the aldehyde (CHO). 2. The carbon adjacent to the ketone (C=O). ### Step 3: Deprotonation by OH- When OH- acts as a base, it can deprotonate one of the alpha protons. Let's denote the alpha carbon next to the aldehyde as alpha (α) and the one next to the ketone as alpha dash (α'). ### Step 4: Formation of Enolate Ion If we deprotonate the alpha carbon (α), we form an enolate ion: \[ \text{OHC-(CH}_2\text{)}_3-\text{C=O-CH}_3 \rightarrow \text{OHC-(CH}_2\text{)}_3-\text{C=O-CH}_3^- \] This enolate ion can then attack the carbonyl carbon of the ketone. ### Step 5: Nucleophilic Attack The enolate ion will attack the carbonyl carbon of the ketone, leading to the formation of a cyclic intermediate. The nucleophilic attack will lead to the formation of a six-membered ring due to the stability of larger rings compared to smaller ones. ### Step 6: Cyclization The nucleophilic attack results in a six-membered ring structure, which is more stable than a four-membered ring. The structure will look like this: \[ \text{Cyclic structure with a ketone and an aldehyde} \] ### Step 7: Proton Transfer and Dehydration After the formation of the cyclic intermediate, a proton transfer occurs, followed by dehydration (loss of water) to form a double bond, resulting in the alkene product. ### Step 8: Identify the Major Product The major product 'X' is a stable alkene formed from the dehydration of the cyclic intermediate. The major product will be the one that is more stable due to the absence of strain, which is the product formed from the six-membered ring. ### Final Answer The major product 'X' will be: **Option A** (the specific structure of the alkene product). ---
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