Chemistry
Chemistry
10th Edition
ISBN: 9781305957404
Author: Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher: Cengage Learning
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Which Diels Alder reaction will go best (fastest, best yield, lowest temperature)?
CH₂
CH2
CH2
CH2
+
CH2
CH3
CH3
+
CH3
CH2
+
C
N
N
FCH2
bottom reaction
middle reaction
top reaction
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Transcribed Image Text:Which Diels Alder reaction will go best (fastest, best yield, lowest temperature)? CH₂ CH2 CH2 CH2 + CH2 CH3 CH3 + CH3 CH2 + C N N FCH2 bottom reaction middle reaction top reaction
Consider this reaction which we have never studied:
H
CH.3
Ph₂CLi
CH3
CH3
H
T= 78°C
10%
T = +25°C
90%
A
90%
10%
B
When the reaction was run at -78°, the products were 10% first compound (A), 90% second
compound (B).
When the reaction was run at 25°, the products were 90 % first compound (A), 10% second
compound (B).
What can we say about A?
A is the kinetic product and is formed fastest.
A is the thermodynamic product and is most stable.
OA is the thermodynamic product and is formed fastest.
A is the kinetic product and is most stable.
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Transcribed Image Text:Consider this reaction which we have never studied: H CH.3 Ph₂CLi CH3 CH3 H T= 78°C 10% T = +25°C 90% A 90% 10% B When the reaction was run at -78°, the products were 10% first compound (A), 90% second compound (B). When the reaction was run at 25°, the products were 90 % first compound (A), 10% second compound (B). What can we say about A? A is the kinetic product and is formed fastest. A is the thermodynamic product and is most stable. OA is the thermodynamic product and is formed fastest. A is the kinetic product and is most stable.
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