Organic Chemistry
11th Edition
ISBN: 9781118133576
Author: T. W. Graham Solomons, Craig Fryhle
Publisher: Wiley, John & Sons, Incorporated
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Textbook Question
Chapter SRP, Problem 15P
Show how you would modify the synthesis given in the previous problem to synthesize the following drugs:
(a) Bromodiphenhydramine (an antihistamine), where
(b) Orphenadrine (an antispasmodic, used in controlling Parkinson’s disease), where
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Students have asked these similar questions
(11pts total) Consider the arrows pointing at three different carbon-carbon bonds in the
molecule depicted below.
Bond B
Bond A
Bond C
a. (2pts) Which bond between A-C is weakest? Which is strongest? Place answers in
appropriate boxes.
Weakest
Bond
Strongest
Bond
b. (4pts) Consider the relative stability of all cleavage products that form when bonds A,
B, AND C are homolytically cleaved/broken. Hint: cleavage products of bonds A, B,
and C are all carbon radicals.
i. Which ONE cleavage product is the most stable? A condensed or bond line
representation is fine.
ii. Which ONE cleavage product is the least stable? A condensed or bond line
representation is fine.
c. (5pts) Use principles discussed in lecture, supported by relevant structures, to
succinctly explain the why your part b (i) radical is more stable than your part b(ii)
radical. Written explanation can be no more than one-two succinct sentence(s)!
.
3°C
with
TH
12. (10pts total) Provide the major product for each reaction depicted below. If no reaction
occurs write NR. Assume heat dissipation is carefully controlled in the fluorine reaction.
3H
24 total (30)
24
21
2h
• 6H total
● 8H total
34
래
Br2
hv
major product
will be most
Substituted
12
hv
Br
NR
I too weak of a
participate in P-1
F₂
hv
Statistically
most favored
product will be
major
=
most subst =
thermo favored
hydrogen atom abstractor to
LL
F
Five chemistry project topic that does not involve practical
Chapter SRP Solutions
Organic Chemistry
Ch. SRP - 1. Arrange the compounds of each of the following...Ch. SRP - 2. Arrange the compounds of each of the following...Ch. SRP - Predict the final product from each of the...Ch. SRP - Prob. 4PCh. SRP - Write detailed mechanisms for each of the...Ch. SRP - Prob. 6PCh. SRP - Prob. 7PCh. SRP - Give stereochemical structures for compounds AD:Ch. SRP - Prob. 9PCh. SRP - The remaining steps in the industrial synthesis of...
Ch. SRP - Prob. 11PCh. SRP - Prob. 12PCh. SRP - Prob. 13PCh. SRP - Prob. 14PCh. SRP - 17. Show how you would modify the synthesis given...Ch. SRP - Prob. 16PCh. SRP - Give structures for compounds AD. Compound D gives...Ch. SRP - The tranquilizing drug meprobamate (Equanil or...Ch. SRP - Prob. 19PCh. SRP - 22. Outlined here is the synthesis of a central...Ch. SRP - 23. What are compounds A and B? Compound B has a...Ch. SRP - Prob. 22PCh. SRP - Prob. 26PCh. SRP - 28. Compound Y shows prominent IR absorption...Ch. SRP - Prob. 24PCh. SRP - Consider this reaction involving peracetic acid:...
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