6. Why does addition product A predominate at the lower temperature (0°C)?

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Chapter1: Chemical Foundations
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Question 6
Questions 6 and 7 are based on the following reaction of 1,3-
butadiene with HCl at different
temperatures:
CH₂=CH-CH=CH₂
HCI
CH,=CH–CH–CH3
A
CH₂
-CH=CH-CH3
B
At 0°C, the following product composition is observed: product A
(80%), product B (20%). At 100°C, the following product
composition is observed: product A (25%), product B (75%).
6. Why does addition product A predominate at the lower
temperature (0°C)?
A. The reaction is equilibrium controlled: product A is more
stable than product B, so
product A predominates.
B. The reaction is kinetically controlled: product A forms faster,
so product A predominates.
C. Product A predominates because it has more [] electron
delocalization than product B.
D. Product A is less sterically hindered, so it predominates.
Transcribed Image Text:Questions 6 and 7 are based on the following reaction of 1,3- butadiene with HCl at different temperatures: CH₂=CH-CH=CH₂ HCI CH,=CH–CH–CH3 A CH₂ -CH=CH-CH3 B At 0°C, the following product composition is observed: product A (80%), product B (20%). At 100°C, the following product composition is observed: product A (25%), product B (75%). 6. Why does addition product A predominate at the lower temperature (0°C)? A. The reaction is equilibrium controlled: product A is more stable than product B, so product A predominates. B. The reaction is kinetically controlled: product A forms faster, so product A predominates. C. Product A predominates because it has more [] electron delocalization than product B. D. Product A is less sterically hindered, so it predominates.
Expert Solution
Step 1

A is less stable and B is more stable, the reason is hyper conjugative alpha H present in A is 1 and in B is 5. With the increase of conjugative alpha, H  stability increases.

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