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Chapter 21: Q36P-b (page 1129)

Show how you would accomplish the following synthetic transformations. You may use any necessary reagents.(b)ethylbenzoate→N-ethylbenzamide

Short Answer

Expert verified

Synthetic transformation for ethyl benzoate to N-ethylbenzamide is shown as,

Step by step solution

01

Step-by-Step SolutionStep 1: Use of heating in this reaction

In this reaction heating condition are require for fast reaction and formation of amide product, If we do not provide the heat for this reaction then formation of amide product is very slow and also reaction rate are slow.

02

Synthesis of N-ethylbenzamide from ethylbenzoate

When ethylbenzoate react with ethyl amine followed by heating then there is a formation of N-ethylbenzamide as a final product, In this reaction ethyl amine acts as a nucleophile and it attack on the carbonyl carbon of ethylbenzoateand there is a formation of N-ethylbenzamide and ethyl alcohol as a by product.

This reaction is favored at a high temperature.

Formation of N-ethylbenzamide

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Most popular questions from this chapter

Show how you would use anhydrides to synthesize the following compounds. In eachcase, explain why an anhydride might be preferable to an acid chloride.

(a) n-octylformate

Draw structures to correspond with the following common and systematic names:

(a)phenyl formate

(b)cyclohexyl benzoate

(c)cyclopentyl phenylacetate

(d)N-butylacetamide

(e)N,N-dimethylformamide

(f)benzoic propionic anhydride

(g)benzamide

(h)-hydroxyvaleronitrile

(i)-bromobutyryl chloride

(j)-butyrolactone

(k)phenyl isocyanate

(l)cyclobutyl ethyl carbonate

(m)-caprolactam

(n)trichloroacetic anhydride

(o)ethyl N-methyl carbamate

One mole of acetyl chloride is added to a liter of triethylamine, resulting in a vigorous exothermic reaction. Once the reaction mixture has cooled, 1 mole of ethanol is added. Another vigorous exothermic reaction results. The mixture is analyzed and found to contain triethylamine, ethyl acetate, and triethylammonium chloride. Propose mechanisms for the two exothermic reactions.

Show how you would synthesize each compound, starting with an ester containing nomore than eight carbon atoms. Any other necessary reagents may be used.

h.

Name the following carboxylic acid derivatives, giving both a common name and an IUPAC name where possible.

a.

b.

c.

d.

e.

f.

g.

h.

i.

j.

k.

l.

m.

n.

o.

p.

q.

r.
See all solutions

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