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Chapter 29: Q9. (page 1159)

Draw the products of each reaction.

(a)

(b)

(c)

(d)

Short Answer

Expert verified

(a)

(b)

(c)

(d)

Step by step solution

01

SN2 reaction

Substitution nucleophilic biomolecular reaction is a one-step reaction and doesn鈥檛 involve any intermediate.It is a type of reaction where one side the bond breaks and formation takes place on the other side.

02

 Reaction

(a) When bromoacetic acid reacts with excess NH3,it ammonium salt.

Formation of ammonium salt

(b) When diethyl acetamidomalonate is treated with (CH3)2CHCl, and undergoes heat and hydrolysis, valine is formed.

Formation of valine

(c) When 2-methyl butanol is treated with NH4Cl,NaCNand undergoes hydrolysis isoleucine is formed.

Formation of isoleucine

(d) When diethyl acetamidomalonate is treated with NaOEt,BrCH2CO2Et,and undergoes hydrolysis and heat,2-aminobutanedioic acids are formed.

Formation of 2-aminobutanedioic acid

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Most popular questions from this chapter

The fibroin proteins found in silk fibers consist of large regions of 尾-pleated sheets stacked one on top of another. (a) Explain why having a glycine at every other residue allows the 尾-pleated sheets to stack on top of each other. (b) Why are silk fibers insoluble in water?

Question: Identify the functional groups in each molecule. Classify each alcohol, alkyl halide, amide, and amine as 1掳, 2掳, or 3掳

a.

b.

c.

d.

e.

f.

Use the given experimental data to deduce the sequence of an octapeptide that contains the following amino acids: Ala, Gly (2 equiv), His (2 equiv), Ile, Leu and Phe. Edman degradation cleaves Gly from the octapeptide, and carboxypeptidase forms Leu and a heptapeptide. Partial hydrolysis forms the following fragments: Ile-His-Leu, Gly, Gly-Ala-Phe-His, and Phe-His-Ile.

An octapeptide contains the following amino acids: Arg, Glu, His, Ile, Leu, Phe, Tyr, and Val. Carboxypeptidase treatment of the octapeptide forms Phe and a heptapeptide. Treatment of the octapeptide with chymotrypsin forms two tetrapeptides, A and B. Treatment of A with trypsin yields two dipeptides, C and D. Edman degradation cleaves the following amino acids from each peptide: Glu (octapeptide), Glu (A), Ile (B), Glue (C), and Val (D). Partial hydrolysis of tetrapeptide B forms Ile-Leu in addition to other products. Deduce the structure of the octapeptide and fragments A-D.

Draw all the steps in the synthesis of each peptide from individual amino acids:

  1. Gly-Ala;

  2. Ile-Ala-Phe
See all solutions

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