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Which of the following compounds will gi...

Which of the following compounds will give over all substitution product via. Addition/elimination mechanism with Ethylamine?

A

B

C

D

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The correct Answer is:
To determine which compounds will give an overall substitution product via the addition/elimination mechanism with ethylamine (C2H5NH2), we need to analyze each option based on the structure of the compounds and the reactivity of ethylamine as a nucleophile. ### Step-by-Step Solution: 1. **Identify the Structure of Ethylamine**: Ethylamine has the structure CH3CH2NH2. The nitrogen atom has a lone pair of electrons, making it a nucleophile that can attack electrophilic centers. 2. **Analyze Each Compound**: - **Option 1**: The compound has a carbonyl group (C=O) bonded to a chlorine atom (Cl). The carbon in the carbonyl group is electrophilic due to the partial positive charge. Ethylamine can attack this carbon, leading to the formation of a tetrahedral intermediate. The negatively charged oxygen can then eliminate the Cl atom, resulting in a substitution product (C=O bond converted to C=O-NH(C2H5)). - **Option 2**: Similar to Option 1, this compound also has a carbonyl group. The nucleophilic attack by ethylamine on the electrophilic carbon leads to a similar tetrahedral intermediate, followed by the elimination of a leaving group, resulting in a substitution product. - **Option 3**: This compound has a carbonyl group attached to a phenyl ring (C=O-C6H5). When ethylamine attacks, it forms a tetrahedral intermediate, but when the negative charge tries to eliminate, it results in a negative charge on the phenyl ring, which is not stable. Therefore, no substitution product is formed. - **Option 4**: This compound also has a carbonyl group but lacks a suitable leaving group. The nucleophilic attack does not lead to a stable intermediate that can eliminate a leaving group, resulting in no substitution product. 3. **Conclusion**: From the analysis, we find that: - **Option 1** and **Option 2** will give substitution products via the addition/elimination mechanism. - **Option 3** and **Option 4** will not yield substitution products. ### Final Answer: The compounds that will give an overall substitution product via the addition/elimination mechanism with ethylamine are **Option 1 and Option 2**.
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