When the following reactions are carried out under the same conditions, the rate constant for the first reaction (kH) is found to be 7 times greater than the rate constant for the second reaction (kp). What does that tell you about the mechanism of the reaction? (Hint: a C-D bond is 1.2 kcal/mol stronger than a C-H bond.) CH2CH,Br + CH;CH,O¯ CH=CH2 + Br + CH,CH-ОН -CD,CH,Br kp + CH;CH2O¯ CD=CH, + Br + CH,CН,OD

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
Chapter4: Acids And Bases
Section: Chapter Questions
Problem 4.22P: In each of the following three reaction coordinate diagrams, state: (a) Whether the reaction is...
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When the following reactions are carried out under the same conditions, the rate constant for the first reaction (kH) is found to be 7 times greater than the rate constant for the second reaction (kD). What does that tell you about the mechanism of the reaction? (Hint: a C¬D bond is 1.2 kcal/mol stronger than a C—H bond.)

When the following reactions are carried out under the same conditions, the rate constant for the first reaction (kH) is found to be 7 times greater than
the rate constant for the second reaction (kp). What does that tell you about the mechanism of the reaction? (Hint: a C-D bond is 1.2 kcal/mol stronger
than a C-H bond.)
CH2CH,Br
+ CH;CH,O¯
CH=CH2 +
Br + CH,CH-ОН
-CD,CH,Br
kp
+ CH;CH2O¯
CD=CH, +
Br + CH,CН,OD
Transcribed Image Text:When the following reactions are carried out under the same conditions, the rate constant for the first reaction (kH) is found to be 7 times greater than the rate constant for the second reaction (kp). What does that tell you about the mechanism of the reaction? (Hint: a C-D bond is 1.2 kcal/mol stronger than a C-H bond.) CH2CH,Br + CH;CH,O¯ CH=CH2 + Br + CH,CH-ОН -CD,CH,Br kp + CH;CH2O¯ CD=CH, + Br + CH,CН,OD
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