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Chapter 23: Q23-5P (page 760)

Which of the following compounds are aldol condensation products? What is the aldehyde or ketone precursor of each?

(a) 2-Hydroxy-2-methylpentanal (b) 5-Ethyl-4-methyl-4-hepten-3-one

Short Answer

Expert verified

aldol condensation products must contain 尾 鈥� hydroxyl group to the carbonyl group and are called 尾 鈥� hydroxyl aldehyde or ketones.

a. No, 2-Hydroxy-2-methylpentanal does not a product of aldol condensation.

b. Yes,5-Ethyl-4-methyl-4-heptane-3-one is an aldol condensation product and the compound is formed when 3-pentanone undergoes an aldol self-condensation reaction and after that dehydration occurs:

Step by step solution

01

Structure of 2-Hydroxy-2-methylpentanal:

From the structure, it is clear that this compound does not have a 尾 鈥� hydroxyl group in its structure.

Hence, this compound does not a product of aldol condensation

OHO|||CH3-CH2-CH2-C-CH|CH3

02

Structure of 5-Ethyl-4-methyl-4-hepten-3-one:

This compound is formed when 3-pentanone undergoes an aldol self-condensation reaction and after that dehydration occurs:

H3CO|||CH3-CH2-C=C-C-CH2CH3|CH2-CH3

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