Chemistry
Chemistry
10th Edition
ISBN: 9781305957404
Author: Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher: Cengage Learning
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**Transcription and Explanation for Educational Use** --- **Title:** Understanding the SN2 Reaction Mechanism **Instructions:** For the substitution (SN2) reaction below, circle the nucleophile and draw a box around the electrophile. Then, using curved arrows, draw the reaction mechanism. **Diagram Explanation:** 1. **Reactants:** - A cyclohexane ring is shown with a bromine atom (Br) attached as a leaving group. - \( \text{CH}_3\text{S}^- \) (methanethiolate anion) is depicted as the nucleophile. 2. **Reaction Condition:** - The reaction is indicated to occur in the presence of acetone, a common solvent for SN2 reactions. 3. **Curved Arrow Notation:** - Curved arrows in organic chemistry illustrate the movement of electron pairs. In an SN2 reaction, a single step process, the nucleophile attacks the electrophile simultaneously as the leaving group departs. 4. **Product:** - The product of this reaction is a cyclohexane with the methanethiol group \( \text{H}_3\text{S} \) replacing the bromine. --- In this SN2 reaction, the methanethiolate anion acts as the nucleophile, attacking the electrophilic carbon atom bonded to bromine. Concurrently, bromine leaves, resulting in the substitution product.
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Transcribed Image Text:**Transcription and Explanation for Educational Use** --- **Title:** Understanding the SN2 Reaction Mechanism **Instructions:** For the substitution (SN2) reaction below, circle the nucleophile and draw a box around the electrophile. Then, using curved arrows, draw the reaction mechanism. **Diagram Explanation:** 1. **Reactants:** - A cyclohexane ring is shown with a bromine atom (Br) attached as a leaving group. - \( \text{CH}_3\text{S}^- \) (methanethiolate anion) is depicted as the nucleophile. 2. **Reaction Condition:** - The reaction is indicated to occur in the presence of acetone, a common solvent for SN2 reactions. 3. **Curved Arrow Notation:** - Curved arrows in organic chemistry illustrate the movement of electron pairs. In an SN2 reaction, a single step process, the nucleophile attacks the electrophile simultaneously as the leaving group departs. 4. **Product:** - The product of this reaction is a cyclohexane with the methanethiol group \( \text{H}_3\text{S} \) replacing the bromine. --- In this SN2 reaction, the methanethiolate anion acts as the nucleophile, attacking the electrophilic carbon atom bonded to bromine. Concurrently, bromine leaves, resulting in the substitution product.
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