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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. 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

Show the mechanism of the following nucleophilic acyl substitution reaction, using curved arrows to indicate the electron flow in each step:

21-45 Give IUPAC names for the following compounds:

Assign structures to compounds with the following 1H NMR spectra:

(a)C5H10O2

IR:1735cm-1

(b)C11H12O2

IR:1710cm-1

21-30 Electrostatic potential maps of a typical amide (acetamide) and an acyl azide (acetyl azide) are shown. Which of the two do you think is more reactive in nucleophilic acyl substitution reactions? Explain.

Question: 21-63 Polyimides with the structure shown are used as coatings on glass and plastics to improve scratch resistance. How would you synthesize a polyimide? (See Problem 21-39.)
See all solutions

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