The structures of two tertiary bicyclic chlorides (compounds 1 and 2) are shown below. Which of the following statements is correct? CI compound 1 compound 2 O a. Compound 1 is more reactive than compound 2 in both substitution and eleimination O b. Compound 2 is more reactive than compound 1 for both substitution and eleimination O c. On treatment with KOH in ethanol, compound 1 undergoes substitution and compound 2 undergoes elimination O d. On treatment with KOH in ethanol, both compounds undergo E2 elimination

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter20: Dienes, Conjugated Systems, And Pericyclic Reactions
Section20.6: Sigmatropic Shifts
Problem 20.12P
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The structures of two tertiary bicyclic chlorides (compounds 1 and 2) are shown below. Which of the following statements is
correct?
CI
**
H
compound 2
CI
compound 1
O a. Compound 1 is more reactive than compound 2 in both substitution and eleimination
b. Compound 2 is more reactive than compound 1 for both substitution and eleimination
c. On treatment with KOH in ethanol, compound 1 undergoes substitution and compound 2 undergoes elimination
d. On treatment with KOH in ethanol, both compounds undergo E2 elimination
Transcribed Image Text:The structures of two tertiary bicyclic chlorides (compounds 1 and 2) are shown below. Which of the following statements is correct? CI ** H compound 2 CI compound 1 O a. Compound 1 is more reactive than compound 2 in both substitution and eleimination b. Compound 2 is more reactive than compound 1 for both substitution and eleimination c. On treatment with KOH in ethanol, compound 1 undergoes substitution and compound 2 undergoes elimination d. On treatment with KOH in ethanol, both compounds undergo E2 elimination
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