Organic Chemistry, Books a la Carte Edition (9th Edition)
Organic Chemistry, Books a la Carte Edition (9th Edition)
9th Edition
ISBN: 9780134160382
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
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Chapter 24.9E, Problem 24.23P
Interpretation Introduction

Interpretation:

The structure for vasopressin is to be proposed.

Concept introduction:

Vasopressin is a peptide prohormone that regulates the effective osmotic pressure gradient. It comprises 9 amino acids. Amino acids are carbon containing compounds that possess two functional groups named as amine (NH2) and carboxyl (COOH) and these are prepared by reductive amination of αketoacids by using transaminase enzyme and bromination of carboxylic acid groups followed by amination. Reductive amination comprises transformation of carbonyl group of keto acids to an imine intermediate, which leads to the formation of an amine. Transaminase enzymes are specifically used for speed up the transamination reactions.

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Part II. xiao isolated a compound TAD (Ca H 10 N₂) from tobacco and obtained its IR spectrum. Xiao proposed a chemical structure shown below: % Transmittance 4000 3500 3000 2500 2000 Wavenumber (cm-1) 1500 1000 (a) Explain why her proposed structure is inconsistent with the IR spectrum obtained (b) TAD exists as a tautomer of the structure xiao proposed. Draw the structure and explain why it is more compatible with the obtained spectrum. (C) what is the possible source for the fairly intense signal at 1621cm1
AE>AE₁ (Y/N) AE=AE₁ (Y/N) AE
Treatment of 2-phenylpropan-2-amine with methyl 2,4-dibromobutanoate in the presence of a nonnucleophilic base, R3N, involves two successive SN2 reactions and gives compound A. ? NH2 Br Br Propose a structural formula for compound A. You do not have to explicitly draw H atoms. You do not have to consider stereochemistry. In cases where there is more than one answer, just draw one. R3N C14H19NO2 + 2 R3NH*Br A

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Organic Chemistry, Books a la Carte Edition (9th Edition)

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