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overset(" CHO")underset(" CHO")("|")...

`overset(" CHO")underset(" CHO")("|")overset(NaOH)toX`
The product (X) will be

A

`overset(" CH"_(2)ONa)underset(" COONa")("|")`

B

`overset(" COOH")underset(" COOH")("|")`

C

`overset(" CH"_(2)OH)underset(" COONa")("|")`

D

`overset(" CH"_(2)OH)underset(" CH"_(2)OH)("|")`

Text Solution

AI Generated Solution

The correct Answer is:
To solve the given question regarding the reaction of glyoxal (CHO) with sodium hydroxide (NaOH) to form product X, we will follow these steps: ### Step-by-Step Solution: 1. **Identify the Reactant**: The reactant is glyoxal, which has the structure: \[ \text{CHO} - \text{C(CHO)} \] This compound has two aldehyde functional groups (CHO) and no alpha hydrogen atoms. **Hint**: Remember that glyoxal is a symmetrical compound with two carbonyl groups. 2. **Recognize the Type of Reaction**: The reaction of glyoxal with sodium hydroxide is a base-catalyzed reaction. Since there are no alpha hydrogens present, this reaction will proceed via the Cannizzaro reaction, which is characteristic of aldehydes without alpha hydrogens. **Hint**: Cannizzaro reaction occurs when aldehydes lack alpha hydrogens. 3. **Mechanism of the Cannizzaro Reaction**: In the Cannizzaro reaction, one molecule of glyoxal will be oxidized to form a carboxylic acid, while another molecule will be reduced to form an alcohol. The hydroxide ion (OH-) acts as a nucleophile and attacks one of the carbonyl carbons. **Hint**: The hydroxide ion is a strong nucleophile that will attack the electrophilic carbon in the carbonyl group. 4. **Formation of the Intermediate**: When the hydroxide ion attacks the carbonyl carbon, it forms a tetrahedral intermediate. The oxygen of the carbonyl group becomes negatively charged, and the intermediate can rearrange. **Hint**: Look for the formation of a tetrahedral intermediate in nucleophilic addition reactions. 5. **Final Product Formation**: The intermediate will undergo rearrangement where one of the aldehyde groups is reduced to an alcohol (specifically, a hydroxymethyl group), and the other is oxidized to a carboxylate ion. The final product will be sodium salt of the alpha-hydroxy carboxylic acid. The final product can be represented as: \[ \text{CH}_2\text{(OH)} - \text{C(=O)O}^- \text{Na}^+ \] This corresponds to sodium glycolate. **Hint**: The final product will be a sodium salt of an alpha-hydroxy acid. 6. **Conclusion**: The product (X) formed from the reaction of glyoxal with sodium hydroxide is the sodium salt of alpha-hydroxy acetic acid, which corresponds to option 3. **Final Answer**: The product (X) will be the sodium salt of alpha-hydroxy acetic acid.
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NCERT FINGERTIPS-ALDEHYDES, KETONES AND CARBOXYLIC ACIDS-Chemical Reactions
  1. Match the column I with column II and mark the appropriate choice .

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  2. Which of the following aldehydes will show Cannizzaro reaction ?

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  3. overset(" CHO")underset(" CHO")("|")overset(NaOH)toX The product...

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  4. An organic compound (X) with molecular formula C(9)H(10)O gives positi...

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  5. Match the column I with column II and mark the appropriate choice .

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  6. What are correct steps to convert acetaldehyde to acetone?

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  7. Identify the products (X) and (Y) in the given reaction:

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  8. Which of the following IUPAC names is not correctly matched?

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  9. The correct structure representation of carboxylate ion is

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  10. Which of the following reactions does not occur ?

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  11. Which of the following will not yield acetic acid on strong oxidation ...

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  12. Various products formed on oxidation of 2, 5-dimethylhexan-3-one are ...

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  13. Identify (X) and (Y) in the given reaction sequence.

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  14. alpha-hydroxypropanoic acid can be prepared from ethanal by following ...

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  15. The end product (Z) in the given sequence of reaction is CH(3)CH=CHC...

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  16. Complete the reactions with appropriate products. CH(3)CHO+NH(2)OH t...

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  17. An aromatic compound (X) (C(8)H(8)O) gives positive 2, 4-DNP test. It ...

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  18. Carboxylic acids dimerise due to

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  19. Which of the following carboxylic acids is highly insoluble

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  20. Which of the following compounds would have the smallest value for pK(...

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