**Problem 9.8: Synthesis Proposal****Objective:**Propose a synthesis of the compound shown below from the indicated starting material. Show intermediates and all reagents. *Note: More than one step will be required.***Diagram Explanation:**- The starting material is an alkyne, specifically an ethynyl group connected to an ethyl chain.- The target compound is an alcohol featuring a secondary alcohol group attached to a butyl chain.**Steps to Consider:**The challenge involves converting the alkyne to the corresponding alcohol through a multi-step reaction sequence. Consider reactions like reduction, hydroboration-oxidation, or others suitable for alkyne-to-alcohol transformations. Each step should detail the intermediates and reagents used.This transformation may require careful control of reaction conditions and selection of reagents to ensure the desired product is achieved with high specificity.

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Answered: 9.8 Propose a synthesis of the compound…

9.8 Propose a synthesis of the compound shown below from the indicated starting material. Show intermediates and all reagents. More than one step will be required. OH

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

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Concept explainers

Reactions of Ethers

Ethers (R-O-R’) are compounds formed by replacing hydrogen atoms of an alcohol (R-OH compound) or a phenol (C6H5OH) by an aryl/ acyl group (functional group after removing single hydrogen from an aromatic ring). In this section, reaction, preparation and behavior of ethers are discussed in the context of organic chemistry.

Epoxides

Epoxides are a special class of cyclic ethers which are an important functional group in organic chemistry and generate reactive centers due to their unusual high reactivity. Due to their high reactivity, epoxides are considered to be toxic and mutagenic.

Williamson Ether Synthesis

An organic reaction in which an organohalide and a deprotonated alcohol forms ether is known as Williamson ether synthesis. Alexander Williamson developed the Williamson ether synthesis in 1850. The formation of ether in this synthesis is an SN2 reaction.

Question

**Problem 9.8: Synthesis Proposal**

**Objective:**
Propose a synthesis of the compound shown below from the indicated starting material. Show intermediates and all reagents. *Note: More than one step will be required.*

**Diagram Explanation:**

- The starting material is an alkyne, specifically an ethynyl group connected to an ethyl chain.
- The target compound is an alcohol featuring a secondary alcohol group attached to a butyl chain.

**Steps to Consider:**
The challenge involves converting the alkyne to the corresponding alcohol through a multi-step reaction sequence. Consider reactions like reduction, hydroboration-oxidation, or others suitable for alkyne-to-alcohol transformations. Each step should detail the intermediates and reagents used.

This transformation may require careful control of reaction conditions and selection of reagents to ensure the desired product is achieved with high specificity.

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