Supply synthetic routes to the following molecules using the indicated starting materials

Macroscale and Microscale Organic Experiments
7th Edition
ISBN:9781305577190
Author:Kenneth L. Williamson, Katherine M. Masters
Publisher:Kenneth L. Williamson, Katherine M. Masters
Chapter16: The Sn2 Reaction: 1-bromobutane
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Supply synthetic routes to the following molecules using the indicated starting materials

**Synthesis of 1-Bromooctane from 1-Octyne**

This text describes the transformation of 1-octyne into 1-bromooctane, a process important in organic chemistry for the formation of longer carbon chains through halogenation. The procedure involves the addition of a bromine atom to the alkyne, converting it into an alkyl bromide. This reaction is typically carried out using reagents like hydrogen bromide (HBr) under controlled conditions to ensure the precise addition of bromine at the terminal position of the alkyne. Understanding the steps and conditions required for this transformation is crucial for students and researchers interested in organic synthesis and functional group transformations.
Transcribed Image Text:**Synthesis of 1-Bromooctane from 1-Octyne** This text describes the transformation of 1-octyne into 1-bromooctane, a process important in organic chemistry for the formation of longer carbon chains through halogenation. The procedure involves the addition of a bromine atom to the alkyne, converting it into an alkyl bromide. This reaction is typically carried out using reagents like hydrogen bromide (HBr) under controlled conditions to ensure the precise addition of bromine at the terminal position of the alkyne. Understanding the steps and conditions required for this transformation is crucial for students and researchers interested in organic synthesis and functional group transformations.
Expert Solution
Step 1

To synthesise 1-bromooctane from 1-octyne, following steps should be followed.

1) Reduction of 1-octyne to 1-octene using H2 in presence of Lindlar's catalyst.

2) Reaction of 1-octene with HBr in presence of peroxide. (Anti-markovnikov addition)

 

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