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Keto-enol tautomerism is shown by...

Keto-enol tautomerism is shown by

A

`C_6 H_5 CHO`

B

`C_6 H_5 COCH_3`

C

`C_6 H_5 COC_6 H_5`

D

`C_6 H_5 COCH_2 CO CH_3`

Text Solution

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The correct Answer is:
To determine which compounds exhibit keto-enol tautomerism, we need to analyze the presence of alpha-hydrogens in each compound. Keto-enol tautomerism occurs when a keto form (with a carbonyl group) can interconvert with an enol form (with a double bond and hydroxyl group) through the transfer of a hydrogen atom. ### Step-by-Step Solution: 1. **Understanding Keto-Enol Tautomerism**: - Keto-enol tautomerism involves the interconversion between a keto form (with a carbonyl group, C=O) and an enol form (with a double bond, C=C, and a hydroxyl group, -OH). - The presence of alpha-hydrogens (hydrogens on the carbon adjacent to the carbonyl carbon) is crucial for this tautomerization. 2. **Analyzing the Compounds**: - **Compound A: Benzaldehyde (C6H5CHO)**: - Structure: C6H5-CO-H - The carbon adjacent to the carbonyl carbon does not have any hydrogen atoms (it is bonded to three other carbons). - **Conclusion**: No alpha-hydrogen present, so it does not show tautomerism. - **Compound B: Acetophenone (C6H5COCH3)**: - Structure: C6H5-CO-CH3 - The carbon adjacent to the carbonyl carbon (the alpha-carbon) has three hydrogens (from the methyl group). - **Conclusion**: Alpha-hydrogen is present, so it shows tautomerism. - **Compound C: Benzophenone (C6H5COC6H5)**: - Structure: C6H5-CO-C6H5 - The carbons adjacent to the carbonyl carbon do not have any hydrogen atoms (each is bonded to two other carbons). - **Conclusion**: No alpha-hydrogen present, so it does not show tautomerism. - **Compound D: 1,3-Diphenyl-2-propanone (C6H5COCH2COC6H5)**: - Structure: C6H5-CO-CH2-CO-C6H5 - The carbon adjacent to the carbonyl carbon has two alpha-hydrogens (from the CH2 group). - **Conclusion**: Alpha-hydrogen is present, so it shows tautomerism. 3. **Final Answer**: - The compounds that show keto-enol tautomerism are **B (Acetophenone)** and **D (1,3-Diphenyl-2-propanone)**. ### Summary: - **Compound A**: No tautomerism (no alpha-hydrogen). - **Compound B**: Shows tautomerism (has alpha-hydrogen). - **Compound C**: No tautomerism (no alpha-hydrogen). - **Compound D**: Shows tautomerism (has alpha-hydrogen). **Answer**: Compounds B and D show keto-enol tautomerism.
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