Organic Chemistry
11th Edition
ISBN: 9781118133576
Author: T. W. Graham Solomons, Craig Fryhle
Publisher: Wiley, John & Sons, Incorporated
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Chapter FRP, Problem 33P
Interpretation Introduction
Interpretation:
The reaction yielding
Concept Introduction:
Elimination reactions are the reactions in which two substituents are removed from a molecule, in a one or two step mechanism.
A base removes hydrogen atom from
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Compound A, C₂H16 reacts with 1 molar equivalent(s) of hydrogen on catalytic hydrogenation. A undergoes reaction with ozone, followed by Zn treatment, to give:
O
CH3 O
||
CH3CCH₂CCH₂CCH3
CH3
Compound A
Propose a structure for A.
• You do not have to consider stereochemistry.
• You do not have to explicitly draw H atoms.
• In cases where there is more than one answer, just draw one.
An alkene having the molecular formula C11H20 is treated sequentially with
ozone (O3) and zinc/acetic acid to give the product/s shown.
CH;CH2ČCH,CH3
Draw a structural formula for the alkene.
• You do not have to consider stereochemistry.
• You do not have to explicitly draw H atoms.
In cases where there is more than one answer, just draw one.
C
opy
aste
ChemDoodle
(dehydrobromination)
A chemist carried out an elimination reaction
of 1,1-dimethyl-2-
bromocyclopentane. The chemist expected the
reaction to yield alkene Z as product. However,
alkene Z DID NOT form. Instead, three alkenes
were produced: one alkene was the major
product, the other two alkenes was the minor
products.
What was the major alkene product that
formed?
Br
Select one:
A. I
B. II
C. IV
D. III
alcohol
HEAT
||
Z
=
+
(HBr)
IV
Chapter FRP Solutions
Organic Chemistry
Ch. FRP - Prob. 1PCh. FRP - 2. Which member of these pairs is the more polar?...Ch. FRP - 5. Though they each contain only one type of...Ch. FRP - Predict the products from each of the following...Ch. FRP - Prob. 5PCh. FRP - Prob. 6PCh. FRP - Prob. 7PCh. FRP - Prob. 8PCh. FRP - Predict the products from each of the following...Ch. FRP - Prob. 10P
Ch. FRP - 13. Starting with propyne and using any other...Ch. FRP - Bromination of 2-methylbutane yields predominantly...Ch. FRP - An alkane (A) with the formula C6H14 reacts with...Ch. FRP - Prob. 14PCh. FRP - Prob. 15PCh. FRP - Dehydrohalogenation of meso-1, 2-dibromo-1,...Ch. FRP - Prob. 17PCh. FRP - Prob. 18PCh. FRP - 27. (R)-3-Methyl-1-pentene is treated separately...Ch. FRP - Prob. 20PCh. FRP - Prob. 21PCh. FRP - Prob. 22PCh. FRP - Prob. 23PCh. FRP - Synthesize the following compound by a method that...Ch. FRP - Provide three methods that employ Grignard...Ch. FRP - 34. Compound Yexhibits one NMR signal at (a...Ch. FRP - Prob. 27PCh. FRP - 36. Compound X shows a strong IR absorption band...Ch. FRP - Prob. 29PCh. FRP - 38. In addition to more highly fluorinated...Ch. FRP - Fluorination of (R)-2-flurobutane yields a mixture...Ch. FRP - Prob. 32PCh. FRP - Prob. 33P
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