ORGANIC CHEMISTRY (LL)-W/SOLN.>CUSTOM<
10th Edition
ISBN: 9781259972348
Author: Carey
Publisher: MCG CUSTOM
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Chapter 10, Problem 17P
Use the bond dissociation enthalpy data in Table
to calculate
of methane with a bromine atom.
The activation energy for this reaction is
energy diagram for it, labeling reactants, product, and the transition state. Does the
transition state more closely resemble reactants or products?
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Sketch an energy diagram for a two-step reaction in which both steps are exergonic and
in which the second step has a higher-energy transition state than the first. Label the
parts of the diagram corresponding to reactant, product, intermediate, overall AG+, and
overall AG°.
Consider the given reaction in which NC−NC− is the nucleophile and CH3CNCH3CN is the solvent. The reactant molecule has a structure with solid and dashed wedge bonds. A solid wedge () is used to show the bond that is above the plane of the paper, and a dashed wedge () is used to show the bond that is behind the plane of the paper.
Draw the product of the following reaction:
Consider this reaction:
Br
CH3OH
Br-Br
H3CO
The mechanism proceeds through a first cationic intermediate, intermediate 1. Nucleophilic attack leads to intermediate 2, which goes on to form the final product. In cases that involve a
negatively charged nucleophile, the attack of the nucleophile leads directly to the product.
H.
Br
+ CH;OH
Br
Intermediate 2
(product)
Intermediate 1
In a similar fashion, draw intermediate 1 and intermediate 2 (final product) for the following reaction.
OH
+ Br2
+ HBr
Br
racemic mixture
Chapter 10 Solutions
ORGANIC CHEMISTRY (LL)-W/SOLN.>CUSTOM<
Ch. 10.1 - Prob. 1PCh. 10.1 - Prob. 2PCh. 10.2 - Use the data in Table 10.1 to calculate H for the...Ch. 10.3 - Prob. 4PCh. 10.4 - Prob. 5PCh. 10.4 - Prob. 6PCh. 10.4 - Do the arithmetic involved in converting the...Ch. 10.4 - How many constitutionally isomeric...Ch. 10.4 - Prob. 9PCh. 10.5 - Prob. 10P
Ch. 10.5 - Prob. 11PCh. 10.5 - Prob. 12PCh. 10.6 - Prob. 13PCh. 10.7 - Prob. 14PCh. 10.8 - Prob. 15PCh. 10 - Carboncarbon bond dissociation enthalpies have...Ch. 10 - Use the bond dissociation enthalpy data in Table...Ch. 10 - Use the bond dissociation enthalpy data in Table...Ch. 10 - Write the structure of the major organic product...Ch. 10 - Excluding enantiomers, free-radical chlorination...Ch. 10 - Prob. 21PCh. 10 - Prob. 22PCh. 10 - Prob. 23PCh. 10 - Prob. 24PCh. 10 - Compound A (C6H14) gives three different...Ch. 10 - Prob. 26PCh. 10 - Prob. 27PCh. 10 - Prob. 28PCh. 10 - Prob. 29PCh. 10 - Guiding your reasoning by retrosynthetic analysis,...Ch. 10 - (Z)-9-tricosene [(Z)-CH3(CH2)7CH=CH(CH2)12CH3] is...Ch. 10 - Prob. 32PCh. 10 - Prob. 33PCh. 10 - Prob. 34DSPCh. 10 - Prob. 35DSPCh. 10 - Prob. 36DSPCh. 10 - Prob. 37DSPCh. 10 - Prob. 38DSP
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