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Chapter 24: Q.2. (page 962)

Question: Which carbonyl compounds do not undergo an aldol reaction when treated with OH- in H2O ?

Short Answer

Expert verified

Answer

  1. No
  2. Yes
  3. No
  4. Yes

Step by step solution

01

Aldol reaction

This reaction is either carried out with ketone or aldehyde. However, the alpha hydrogen must be present in the compound.

02

Explanation

a. The given compound does not have 伪 hydrogen. Thus, it will not provide an aldol reaction.

b. The given compound has 伪 hydrogen, as shown below. Thus, it will not provide an aldol reaction.

Given compound in b

c. The given compound does not have 伪 hydrogen. Thus, it will not provide an aldol reaction.

d. The given compound has 伪 hydrogen, as shown below. Thus, it will not provide an aldol reaction.

Given compound in d

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Most popular questions from this chapter

Question: Zingerone, a spicy-sweet component of cooked ginger, can be converted to its protected TBDMS ether A, as we learned in Chapter 20. How can A be converted to gingerol, a compound present in fresh ginger, using a directed aldol reaction as a key step?

Question: Draw the product formed when each dicarbonyl compound undergoes an intramolecular aldol reaction followed by dehydration.

Question: Draw a stepwise mechanism for the following reaction. (Hint: Two Michael reactions are needed.)

Question: 2-Pentylcinnamaldehyde, commonly called flosal, is a perfume ingredient with a jasmine-like odor. Flosal is an 伪,尾-unsaturated aldehyde made by a crossed aldol reaction between benzaldehyde (C6H5CHO)and heptanal (CH3CH2CH2CH2CH2CH2CHO), followed by dehydration. Draw a stepwise mechanism for the following reaction that prepares flosal.

Question: 4-Methylpyridine reacts with benzaldehyde (C6H5CHO)in the presence of a base to form A.

(a) Draw a stepwise mechanism for this reaction.

(b) Would you expect 2-methylpyridine or 3-methylpyridine to undergo a similar type of condensation reaction? Explain why or why not.
See all solutions

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