22. Which of the following best explains why the synthetic route shown below wouldbe unsuccessful?1) CH3CH₂Br2) NaNH,3) (CH3)3CBrA) The alkynide anion is not a strong enough nucleophile to react with 1-bromopropane in step 1.B) Sodium amide is not a strong enough base to deprotonate the terminalalkyne in step 2.HC=C:CH₂CH₂C=CC(CH3)3C) The alkynide anion formed by reaction with sodium amide will facilitate an E2(rather than SN2) reaction with t-butyl bromide.D) Both substitution reactions will occur on the same end of the alkyne, makinga product different than the one shown.E) Reaction with sodium amide will result in formation of a primary alkyne.

An arrow always depicts from a region of high electron density to low electron density ; that is…

22. Which of the following best explains why the synthetic route shown below would be unsuccessful? 1) CH3CH₂Br 2) NaNH, 3) (CH3)3CBr A) The alkynide anion is not a strong enough nucleophile to react with 1- bromopropane in step 1. B) Sodium amide is not a strong enough base to deprotonate the terminal alkyne in step 2. HCEC: CH3CH₂C=CC(CH3)3 C) The alkynide anion formed by reaction with sodium amide will facilitate an E2 (rather than SN2) reaction with t-butyl bromide. D) Both substitution reactions will occur on the same end of the alkyne, making a product different than the one shown. E) Reaction with sodium amide will result in formation of a primary alkyne.

22. Which of the following best explains why the synthetic route shown below would be unsuccessful? 1) CH3CH₂Br 2) NaNH, 3) (CH3)3CBr A) The alkynide anion is not a strong enough nucleophile to react with 1- bromopropane in step 1. B) Sodium amide is not a strong enough base to deprotonate the terminal alkyne in step 2. HCEC: CH3CH₂C=CC(CH3)3 C) The alkynide anion formed by reaction with sodium amide will facilitate an E2 (rather than SN2) reaction with t-butyl bromide. D) Both substitution reactions will occur on the same end of the alkyne, making a product different than the one shown. E) Reaction with sodium amide will result in formation of a primary alkyne.

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

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

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