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Chapter 21: Q17P (page 708)

What product would you expect from the reaction of butyrolactone with LiAlH4? With DIBAH?

Short Answer

Expert verified

Product formed are:.

1,4-Butanediol (with LiAlH₄)

2.4-Hydroxy butanal (DIBAL-H)

Step by step solution

01

Reduction with LiAlH4

Esters are easily reduced to primary alcohols using LiAlH₄. In case of cyclic esters diols are formed.

02

Reduction with DIBAL-H

Partial reduction take place in case of DIBAL-H, and reaction stops at formation of aldehydes.

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Most popular questions from this chapter

How might you prepare the following esters using a nucleophilic acyl substitution reaction of an acid chloride?

(a) ${CH}_{3} {CH}_{2} {CO}_{2} {CH}_{3}$

(b) ${CH}_{3} {CO}_{2} {CH}_{2} {CH}_{3}$

(c) Ethyl benzoate.

Show the products you would obtain by reduction of the following esters with LiAlH₄:

(a) (b)

21-31 Predict the product(s) and provide the mechanism for each reactionbelow.

21-49 Answer Problem 21-48 for reaction of the listed reagents with methylpropanoate.

Draw the structure of the compound that produced the spectra below.

The infrared spectrum has strong bands at1720 and 1738 cm^-1

See all solutions

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