Organic Chemistry
7th Edition
ISBN: 9780321803078
Author: Bruice, Paula Yurkanis
Publisher: Pearson College Div
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Chapter 13, Problem 41P
Interpretation Introduction
Interpretation:
The change in the degree of regioselectivity compared to the ratio of relative rates found in problem 44 has to be given.
Concept introduction:
Radical or free radical: unpaired valence electron of an atom, molecule, or ion is called as radical.
Chlorine radical forms a tertiary radical five times faster than a primary radical and it forms a secondary radical 3.8 times faster than a primary radical.
Relative rates of alkyl radical formation by a chlorine radical at 125 °C.
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As in the free-radical halogenation of alkanes, chlorination of alkylbenzenes is less selective than bromination. Given the relative rates per hydrogen for hydrogen atom abstraction from 1-phenylbutane by chlorine for the elementary step shown, calculate the percentage of 1-chloro-1-phenylbutane in the C10H13Cl product.
R. Atkinson (J. Phys. Chem. Ref. Data 26, 215 (1997)) has reviewed a large set of rate constants relevant to the atmospheric chemistry of volatile organic compounds. The recommended rate constant for the bimolecular reaction of O2 with an alkyl radical R at 298 K is 4.7 × 109 dm3 mol−1 s−1for R = C2H5 and 8.4 × 109 dm3 mol−1 s−1 for R = cyclohexyl. Assuming no energy barrier, compute the steric factor, P, for each reaction. Hint: Obtain collision diameters from collision cross-sections of similar molecules in the Resource section.
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Chapter 13 Solutions
Organic Chemistry
Ch. 13.2 - Prob. 1PCh. 13.2 - Write the steps for formation of...Ch. 13.3 - Prob. 3PCh. 13.4 - Prob. 4PCh. 13.5 - Prob. 7PCh. 13.5 - a. Would chlorination or bromination produce a...Ch. 13.5 - Prob. 10PCh. 13.6 - Prob. 11PCh. 13.7 - Prob. 12PCh. 13.7 - Prob. 13P
Ch. 13.8 - Prob. 14PCh. 13.8 - Draw the stereoisomers of the major...Ch. 13.9 - a. How many stereoisomers are formed from the...Ch. 13.9 - Prob. 17PCh. 13.9 - Prob. 19PCh. 13.9 - Prob. 20PCh. 13.9 - Prob. 21PCh. 13.10 - Prob. 22PCh. 13.11 - How many atoms share the unpaired electrons in...Ch. 13.11 - Prob. 24PCh. 13 - Prob. 25PCh. 13 - Prob. 26PCh. 13 - Prob. 27PCh. 13 - Prob. 28PCh. 13 - Prob. 29PCh. 13 - Prob. 30PCh. 13 - Prob. 31PCh. 13 - Prob. 32PCh. 13 - Prob. 33PCh. 13 - Prob. 34PCh. 13 - Prob. 35PCh. 13 - Starting with cyclohexane, how could the following...Ch. 13 - a. Propose a mechanism for the following reaction:...Ch. 13 - What stereoisomers are obtained from the following...Ch. 13 - Prob. 39PCh. 13 - Prob. 40PCh. 13 - Prob. 41PCh. 13 - Draw the products of the following reactions,...Ch. 13 - a. What five-carbon alkene forms the same product...Ch. 13 - Prob. 44PCh. 13 - Prob. 45PCh. 13 - Prob. 46PCh. 13 - Explain why the rate of bromination of methane...Ch. 13 - Prob. 48P
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