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Chapter 21: Q56 E (page 726)

Treatment of 5- aminopentanoic acid DCC(dicyclohexylcarbodiimide) yields a lactam. Show the structure of the product and the mechanism of the reaction.

Short Answer

Expert verified

The product lactam will get by several by-products from 5- aminopentanoic acid DCC

Step by step solution

01

Overall reaction to yield a lactam product

On reaction with 5- aminopentanoic acid DCC will get lactam product and Di phenyl dicarbametic as an addition product.

02

Yield a lactam product from Protonated DCC

From the DCC and get protonated from amino acids.

03

Yield a lactam product from lactam

By the process of nucleophilic attack by a nucleophile on the carbon and furthermore process the product lactam is produced.

04

Yield a lactam product from lactam

And the process continues,

05

Conclusion

Therefore, the product lactam will get from several by-products from 5- aminopentanoic acid DCC

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Most popular questions from this chapter

Draw structures corresponding to the following names:
(a) Phenyl benzoate
(b) N-Ethyl-N-methylbutanamide
(c) 2,4-Dimethylpentanoyl chloride
(d) Methyl 1-methylcyclohexanecarboxylate
(e) Ethyl 3-oxopentanoate
(f) Methyl p-bromobenzenethioate
(g) Formic propanoic anhydride
(h) cis-2-Methylcyclopentanecarbonyl bromide

Predict the products of the following nucleophilic acyl substitution reactions:

Butoxyycarbony azide, a reagent used in protein synthesis, is prepared by treating tert-butoxy carbonyl chloride with sodium azide. propose a pose mechanism for this reaction

What ester and what Grignard reagent might you start with to prepare the following alcohols?

a.

b.

c.

Propose structures for compounds that have the following formulas and IR absorptions:

(a) C6H12O2, 1735 cm-1

(b) C4H9NO, 1650 cm-1

(c) C4H5ClO, 1780 cm-1
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