ORGANIC CHEM. VOL.1+2-W/WILEYPLUS
12th Edition
ISBN: 9781119304241
Author: Solomons
Publisher: WILEY C
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Textbook Question
Chapter 10, Problem 19P
Explain the relative distribution of produces below using reaction energy diagrams for the hydrogen abstraction step that leads to each product. (The rare-determining seep in radical halogenation is the hydrogen abstraction step.) In energy diagrams for the two pathways, show die relative energies of the transition scares and of the alkyl radical intermediate char results in each case.
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Q6: Using acetic acid as the acid, write the balanced chemical equation for the protonation of
the two bases shown (on the -NH2). Include curved arrows to show the mechanism.
O₂N-
O₂N.
-NH2
-NH2
a) Which of the two Bronsted bases above is the stronger base? Why?
b) Identify the conjugate acids and conjugate bases for the reactants.
c) Identify the Lewis acids and bases in the reactions.
Q5: For the two reactions below:
a) Use curved electron-pushing arrows to show the mechanism for the reaction in the
forward direction. Redraw the compounds to explicitly illustrate all bonds that are broken
and all bonds that are formed.
b) Label Bronsted acids and bases in the left side of the reactions.
c) For reaction A, which anionic species is the weakest base? Which neutral compound is
the stronger acid? Is the forward or reverse reaction favored?
d) Label Lewis acids and bases, nucleophiles and electrophiles in the left side of the
reactions.
A.
용
CH3OH
я хон
CH3O
OH
B. HBr
CH3ONa
NaBr
CH3OH
potential energy
Br
b) Translate the Newman projection below to its wedge-and-dash drawing.
F
H.
OH
CH3
CI
c) Isopentane (2-methylbutane) is a compound containing a branched carbon chain. Draw
a Newman projection of six conformations about the C2-C3 bond of isopentane. On the
curve of potential energy versus angle of internal rotation for isopentane, label each
energy maximum and minimum with one of the conformations.
0°
。
F
A
B
D
C
angle of internal rotation
E
F
360° (=0°)
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Chapter 10 Solutions
ORGANIC CHEM. VOL.1+2-W/WILEYPLUS
Ch. 10 - Prob. 1PPCh. 10 - Prob. 2PPCh. 10 - Practice Problem 10.3 How would the molecular ion...Ch. 10 - Prob. 4PPCh. 10 - Prob. 5PPCh. 10 - Prob. 6PPCh. 10 - Practice Problem 10.7 Chlorination reactions of...Ch. 10 - Prob. 8PPCh. 10 - Prob. 9PPCh. 10 - Prob. 10PP
Ch. 10 - Prob. 11PPCh. 10 - Practice Problem 10.12 Benzylic radicals, due to...Ch. 10 - Prob. 13PPCh. 10 - Practice Problem 10.14 Show how the following...Ch. 10 - Prob. 15PPCh. 10 - Prob. 16PPCh. 10 - Prob. 17PPCh. 10 - Prob. 18PCh. 10 - Explain the relative distribution of produces...Ch. 10 - 10.20 Which of the following compounds can be...Ch. 10 - Prob. 21PCh. 10 - Prob. 22PCh. 10 - Prob. 23PCh. 10 - Prob. 24PCh. 10 - 10.25 List in order of decreasing stability all of...Ch. 10 - Prob. 26PCh. 10 - Prob. 27PCh. 10 - Prob. 28PCh. 10 - Starting with the compound or compounds indicated...Ch. 10 - Prob. 30PCh. 10 - 10.31 Synthesize each of the following compounds...Ch. 10 - Synthesize each of die following compounds by...Ch. 10 - Prob. 33PCh. 10 - Prob. 34PCh. 10 - Prob. 36PCh. 10 - The halogen atom of an alkyl halide can be...Ch. 10 - Prob. 38PCh. 10 - Prob. 39PCh. 10 - Write a mechanism for the following reaction.Ch. 10 - 10.41 Hydrogen peroxide and ferrous sulfate react...Ch. 10 - Prob. 42PCh. 10 - If one were to try to draw the simplest Lewis...Ch. 10 - Prob. 1LGPCh. 10 - 2. (a) Propose a synthesis of 2-methoxypropene...
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