Chemistry
Chemistry
10th Edition
ISBN: 9781305957404
Author: Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher: Cengage Learning
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This is an Organic Chemistry synthesis question. 

Complete the synthesis. (A mixture of products will result)

a)

**Reactant:** 
\[ \text{HC} \equiv \text{CH} \]

**Product:**
\[ \text{CH}_3 - \text{CO} - \text{CH}_2 - \text{CH}_2 - \text{CH}_2 - \text{CH}_2 - \text{cyclopentane} \]

b)

**Reactant:** 
\[ \text{cyclopentane - CH}_3 \]

**Product:**
\[ \text{cyclopentane} - \text{CH} - \text{CH}_2 - \text{CH}_3 \]
\[ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \  \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \  | \]
\[ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \  \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \  \text{CH}_3 \]

**Explanation:**

The first part of the problem (a) presents a synthetic challenge that involves converting an alkyne (ethyne, HC≡CH) into a ketone (specifically a cyclopentylmethyl ketone). The starting material is ethyne, which must undergo multiple reactions involving carbon-carbon bond formation and other transformations. These steps result in the final product, a molecule with a cyclopentane ring attached to a six-carbon chain ending in a ketone group.

In the second part (b), the challenge involves synthesizing a branched alkane from cyclopentylmethane. The reactant is cyclopentylmethane (a cyclopentane ring with a single methyl group). The product is 1-cyclopentyl-2,3-dimethylbutane, showing a four-carbon chain with branching (two methyl groups) and a cyclopentane ring attached at the first carbon. 

Students need to determine the synthetic route by considering reactions such as alkylation, addition, elimination, and other organic transformations starting from the given reactants to arrive at the
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Transcribed Image Text:Complete the synthesis. (A mixture of products will result) a) **Reactant:** \[ \text{HC} \equiv \text{CH} \] **Product:** \[ \text{CH}_3 - \text{CO} - \text{CH}_2 - \text{CH}_2 - \text{CH}_2 - \text{CH}_2 - \text{cyclopentane} \] b) **Reactant:** \[ \text{cyclopentane - CH}_3 \] **Product:** \[ \text{cyclopentane} - \text{CH} - \text{CH}_2 - \text{CH}_3 \] \[ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ | \] \[ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \text{CH}_3 \] **Explanation:** The first part of the problem (a) presents a synthetic challenge that involves converting an alkyne (ethyne, HC≡CH) into a ketone (specifically a cyclopentylmethyl ketone). The starting material is ethyne, which must undergo multiple reactions involving carbon-carbon bond formation and other transformations. These steps result in the final product, a molecule with a cyclopentane ring attached to a six-carbon chain ending in a ketone group. In the second part (b), the challenge involves synthesizing a branched alkane from cyclopentylmethane. The reactant is cyclopentylmethane (a cyclopentane ring with a single methyl group). The product is 1-cyclopentyl-2,3-dimethylbutane, showing a four-carbon chain with branching (two methyl groups) and a cyclopentane ring attached at the first carbon. Students need to determine the synthetic route by considering reactions such as alkylation, addition, elimination, and other organic transformations starting from the given reactants to arrive at the
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