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Rank the compounds shown from most to least reactive in an SN1 reaction. Br Br CI II IV OI> IV > || > II || > | > IV > III III > IV > | > || IV >I > || > II O IV > III >| > ||

Rank the compounds shown from most to least reactive in an SN1 reaction. Br Br CI II IV OI> IV > || > II || > | > IV > III III > IV > | > || IV >I > || > II O IV > III >| > ||

Chemistry
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
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Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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**Activity:** Ranking Reactivity in an SN1 Reaction **Task:** Rank the compounds shown from most to least reactive in an SN1 reaction. **Compounds:** - **Compound I:** A primary alkyl bromide. - **Compound II:** A primary alkyl chloride. - **Compound III:** A benzylic bromide. - **Compound IV:** A tertiary alkyl bromide. **Options:** - ○ I > IV > II > III - ○ I > II > IV > III - ○ III > IV > I > II - ○ IV > I > II > III - ● IV > III > I > II **Explanation:** - **SN1 Reaction:** This type of reaction favors the formation of stable carbocations. Typically, tertiary carbocations are more stable than secondary, which are more stable than primary. The presence of resonance stabilization, such as in benzylic positions, can increase carbocation stability. - **Correct Answer:** Based on carbocation stability, Compound IV, a tertiary alkyl bromide, is the most reactive due to its ability to form a stable tertiary carbocation. Compound III, a benzylic bromide, is the next most reactive because of resonance stabilization. Compound I is a primary alkyl bromide, and Compound II is a primary alkyl chloride, making them less reactive in an SN1 reaction due to lower carbocation stability and poorer leaving groups. **Attempts:** 1 of 1 used **Feedback:** The selected answer (IV > III > I > II) was incorrect. Please review the concepts of carbocation stability and SN1 reaction mechanisms for a better understanding.
Transcribed Image Text:**Activity:** Ranking Reactivity in an SN1 Reaction **Task:** Rank the compounds shown from most to least reactive in an SN1 reaction. **Compounds:** - **Compound I:** A primary alkyl bromide. - **Compound II:** A primary alkyl chloride. - **Compound III:** A benzylic bromide. - **Compound IV:** A tertiary alkyl bromide. **Options:** - ○ I > IV > II > III - ○ I > II > IV > III - ○ III > IV > I > II - ○ IV > I > II > III - ● IV > III > I > II **Explanation:** - **SN1 Reaction:** This type of reaction favors the formation of stable carbocations. Typically, tertiary carbocations are more stable than secondary, which are more stable than primary. The presence of resonance stabilization, such as in benzylic positions, can increase carbocation stability. - **Correct Answer:** Based on carbocation stability, Compound IV, a tertiary alkyl bromide, is the most reactive due to its ability to form a stable tertiary carbocation. Compound III, a benzylic bromide, is the next most reactive because of resonance stabilization. Compound I is a primary alkyl bromide, and Compound II is a primary alkyl chloride, making them less reactive in an SN1 reaction due to lower carbocation stability and poorer leaving groups. **Attempts:** 1 of 1 used **Feedback:** The selected answer (IV > III > I > II) was incorrect. Please review the concepts of carbocation stability and SN1 reaction mechanisms for a better understanding.
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