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Chapter 19: Q15P (page 629)

Identify the carbonyl compound and the alcohol that were used to prepare the following acetal:

Short Answer

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Skeletal structure

Formation of starting materials

Step by step solution

01

Skeletal structure

Initially, the ball and stick representation is converted to its conventional skeletal structure. The grey balls are carbons, white are hydrogens, and red are oxygens. The skeletal structure is represented as follows:

Skeletal structure

02

Acetal

An acetal is a carbon with two alkoxide groups attached. The acetal carbon has hydrogen, so this must have been an aldehyde. The two alkoxide groups come from one-carbon alcohol (methanol). This gives the following starting material as follows:

Formation of starting materials

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Most popular questions from this chapter

When crystals of pure 伪-glucose are dissolved in water, isomerization occurs slowly to produce 尾-glucose. Propose a mechanism for isomerization.

Paraldehyde, a sedative, and hypnotic agent, is prepared by treatment of acetaldehyde with an acidic catalyst. Propose a mechanism for the reaction.

Cyclohexanone forms a cyanohydrin in good yield but 2,2,6-trimethylcyclohexanonedoes not. Explain.

Draw structures corresponding to the following names:

(a) 3-Methylbutanal (b) 4-Chloro-2-pentanone

(c) Phenylacetaldehyde (d) cis-3-tert-Butylcyclohexanecarbaldehyde

(e) 3-Methyl-3-butenal (f) 2-(1-Chloroethyl)-5-methylheptanal

Reaction of 2-butanone with HCN yields a chiral product. What stereochemistry does the product have? Is it optically active?
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