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Phenylglyoxal, (C(6)H(5)COCHO), on heati...

Phenylglyoxal, `(C_(6)H_(5)COCHO)`, on heating with concentrated NaOH gives:

A

`C_6H)5COONa and CH_3OH`

B

`C_6H_5CH_2OH and HCOONa`

C

`C_6H_5CHOHCOONa`

D

`C_6H_5COONa and HCOONa`

Text Solution

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The correct Answer is:
To solve the problem of what phenylglyoxal `(C6H5COCHO)` produces when heated with concentrated NaOH, we can follow these steps: ### Step-by-Step Solution: 1. **Identify the Structure of Phenylglyoxal**: - Phenylglyoxal has the structure `C6H5COCHO`, which consists of a phenyl group (`C6H5`), a carbonyl group (`C=O`), and an aldehyde group (`CHO`). 2. **Understand the Reaction with NaOH**: - When phenylglyoxal is heated with concentrated NaOH, the hydroxide ion (`OH-`) acts as a nucleophile. 3. **Nucleophilic Attack**: - The hydroxide ion attacks the carbonyl carbon of the aldehyde group. This leads to the formation of a tetrahedral intermediate where the double bond between carbon and oxygen breaks, and a negative charge is created on the oxygen. 4. **Proton Transfer**: - In the tetrahedral intermediate, there is a possibility of resonance. The negative charge on the oxygen can stabilize itself by transferring a proton (H+) from the hydroxyl group to the carbon adjacent to the carbonyl, leading to the formation of a carboxylate ion. 5. **Formation of the Final Product**: - The final product after the reaction will be a sodium salt of the carboxylic acid formed from the reaction. The structure will be `C6H5CHOHCOONa`, which is the sodium salt of phenylglyoxal. 6. **Conclusion**: - Therefore, the product of the reaction of phenylglyoxal with concentrated NaOH is `C6H5CHOHCOONa`. ### Final Answer: The product formed is `C6H5CHOHCOONa`.
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Knowledge Check

  • A hydrocarbon C_(8)H_(14) consumes only one mole of H_(2) on catalytic hydrogenation. The hydrocarbon when heated with hot and concentrated alkaline KMnO_(4) gives cyclohexanone and acetic acid (after acidification). The hydrocarbon is :

    A
    1-ethylcyclohexane
    B
    1, 2-dimethylcyclohexene
    C
    ethylidenecyclohexane
    D
    cyclohexylethene
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