When Br2 is added to buta-1,3-diene at -15 °C, the product mixture contains 60% ofproduct A and 40% of product B. When the same reaction takes place at 60 °C, theproduct ratio is 10% A and 90% B.(a) Propose structures for products A and B. (Hint: In many cases, an allylic carbocationis more stable than a bromonium ion.)(b) Propose a mechanism to account for formation of both A and B.(c) Show why A predominates at -15 °C and B predominates at 60 °C.(d) If you had a solution of pure A, and its temperature were raised to 60 °C, what wouldyou expect to happen? Propose a mechanism to support your prediction
When Br2 is added to buta-1,3-diene at -15 °C, the product mixture contains 60% ofproduct A and 40% of product B. When the same reaction takes place at 60 °C, theproduct ratio is 10% A and 90% B.(a) Propose structures for products A and B. (Hint: In many cases, an allylic carbocationis more stable than a bromonium ion.)(b) Propose a mechanism to account for formation of both A and B.(c) Show why A predominates at -15 °C and B predominates at 60 °C.(d) If you had a solution of pure A, and its temperature were raised to 60 °C, what wouldyou expect to happen? Propose a mechanism to support your prediction
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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When Br2 is added to buta-1,3-diene at -15 °C, the product mixture contains 60% of
product A and 40% of product B. When the same reaction takes place at 60 °C, the
product ratio is 10% A and 90% B.
(a) Propose structures for products A and B. (Hint: In many cases, an allylic carbocation
is more stable than a bromonium ion.)
(b) Propose a mechanism to account for formation of both A and B.
(c) Show why A predominates at -15 °C and B predominates at 60 °C.
(d) If you had a solution of pure A, and its temperature were raised to 60 °C, what would
you expect to happen? Propose a mechanism to support your prediction
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