Consider the reaction of 2-bromo-2-methylpropane with water, shown below, to answer the following question(s). CH3 CH3 H₂O H₂C-C-Br H3C-C-OH + HBr CH3 CH3 Diagram 1: The first step of this reaction is shown below. CH3 H₂C-C-Br CH3 I H₂C-C+ Br CH3 CH3 A B Diagram 2: The second and third steps of the reaction are shown below. CH3 CH₂ CH3 H H H H3C-C+ H₂O* HC-C-04 ÖHH³C-CO H CH3 CH₂ H CH3 Using the bond dissociations values in the table below, calculate the AH for the overall reaction. Show your calculations D (kJ/mol) Bond 263 (CH3)3C-Br 380 (CH3)3C-OH 498 HO-H 366 H-Br

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
Chapter8: Haloalkanes, Halogenation, And Radical Reactions
Section: Chapter Questions
Problem 8.28P
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Question 12
Consider the reaction of 2-bromo-2-methylpropane with water, shown below, to answer the following question(s).
CH3
CH3
H₂O
H₂C-C-Br
H3C-C-OH + HBr
CH3
CH3
Diagram 1: The first step of this reaction is shown below.
CH3
CH3
H₂C-C-Br
H₂C-C+
Br
+-+*
CH3
CH3
A
B
Diagram 2: The second and third steps of the reaction are shown below.
CH3
CH3
H
H
H
CH₂
HC-C-04
H3C-C+
H₂O*
ÖH → H³C-C-01
CH3
H
H
CH3
CH₂
Using the bond dissociations values in the table below, calculate the AH for the overall reaction. Show your
calculations
D (kJ/mol)
Bond
(CH3)3C-Br
263
380
(CH3)3C-OH
498
HO-H
366
H-Br
Transcribed Image Text:Consider the reaction of 2-bromo-2-methylpropane with water, shown below, to answer the following question(s). CH3 CH3 H₂O H₂C-C-Br H3C-C-OH + HBr CH3 CH3 Diagram 1: The first step of this reaction is shown below. CH3 CH3 H₂C-C-Br H₂C-C+ Br +-+* CH3 CH3 A B Diagram 2: The second and third steps of the reaction are shown below. CH3 CH3 H H H CH₂ HC-C-04 H3C-C+ H₂O* ÖH → H³C-C-01 CH3 H H CH3 CH₂ Using the bond dissociations values in the table below, calculate the AH for the overall reaction. Show your calculations D (kJ/mol) Bond (CH3)3C-Br 263 380 (CH3)3C-OH 498 HO-H 366 H-Br
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