EBK ORGANIC CHEMISTRY
EBK ORGANIC CHEMISTRY
6th Edition
ISBN: 8220103151757
Author: LOUDON
Publisher: MAC HIGHER
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Chapter 26, Problem 26.49AP
Interpretation Introduction

Interpretation:

The reagents for each step in the synthesis of synthetic B6 are to be stated.

Concept introduction:

The chemical reaction in which an electrophilic group is replaced by another functional group is known as the electrophilic substitution reaction.

The formation of diazonium salt from aromatic amines takes place using sodium nitrite and hydrochloric acid at low temperatures. This process is known as diazotization. The diazonium salts can be converted to aryl halides using copper halides or aryl cyanides using copper cyanides.

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(b) Suggest a reasonable biosynthesis for the naturally occurring alkaloid coniine (isolated from hemlock), starting from octanoic acid. Coniine
(19, 8, 2) Specify a synthetic scheme that would produce the compound shown above in the fewest steps possible. Use one of the starting materials shown together with any of the available reagents. Give the number of the starting material followed by the letters of the reagents in the order of their use, for example: 3be.
A student was given from the list of the conmpounds below A, B and D blindly and asked to identify them all. He treated each of them with Brady's reagent (2,4-ditrophenylhydrazine) and isolated a bright yellow compound for one of them, but the other two gave false negatives. The student reasoned that the false negatives may be due to sterics and, on further thinking, it dawned on him that he might be able to rule out one of the false negatives with the haloform test. What compound did he find compatible with the haloform test? That compound did indeed give a false negative in the Brady test. Which of the other two was positive in the Brady test? A = haloform B = Brady A = haloform D = Brady B = haloform A = Brady B = haloform D = Brady D = haloform A = Brady D = haloform B = Brady
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