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Chapter 18: PROBLEM 18.34 (page 958)

Question: Predict the major products of the following reactions.

a.

b.

c.

d.,

Short Answer

Expert verified

Answer

a.

b.

c,

d.

Step by step solution

01

Organic reactions of aldehyde

Aldehydes can be easily oxidized to carboxylic acid by treating with common oxidants. The example of oxidants are potassium permanganate, chromic acid, sodium hypochlorite, silver oxide and peroxy acids etc.

02

Major product of the reaction

a. Aldehyde part can be oxidized to its corresponding carboxylic acid in the presence of a mild oxidizing agent like silver oxide (Ag2O) .

Formation of major product

b. Potassium dichromate (K2Cr2O7) solution acidified with sulfuric acid (H2SO4) oxidizes aldehyde part to its corresponding carboxylic acid and secondary alcohol is also oxidised to ketone group.

Formation of major product

c. Tollens reagent, Ag(NH3)2OH has no effect on simple hydrocarbons, ethers, ketones and alcohols also. In this reaction, tollens reagent oxidizes aldehyde part to its corresponding carboxylic acid and the ketone part remains unreactive.

Formation of major product

d. Potassium permanganate (KMnO4) under cold and dilute conditions, oxidizes aldehyde part to its corresponding carboxylic acid while the alkene part of the compound gets converted to diols.

Formation of major product

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Most popular questions from this chapter

Predict the products of the following reactions.

Propose a mechanism for both parts of the Wolff-Kishner reduction of cyclohexanone: the formation of the hydrazone, and then the base catalyzed reduction with evolution of nitrogen gas.

(a) Simple aminoacetals hydrolyze quickly and easily in dilute acid. Propose a mechanism for hydrolysis of the following aminoacetal:

(b) The nucleosides that make up DNA have heterocyclic rings linked to deoxyribose by an aminoacetal functional group. Point out the aminoacetal linkages in deoxycytidine and deoxyadenosine.

(c) The stability of our genetic code depends on the stability of DNA. We are fortunate that the aminoacetal linkages of DNA are not easily cleaved. Show why your mechanism for part (a) does not work so well with deoxycytidine and deoxyadenosine.

Show what alcohols and carbonyl compounds give the following derivatives.

(a)

(b)

(c)

(d)

(e)

(f)

Give the structures of the carbonyl compound and the amine used to form the following imines.

(a)

(b)

(c)

(d)

(e)

(f)
See all solutions

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