
Chemistry
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ISBN: 9781305957404
Author: Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Transcribed Image Text:[Reference
How many monochloro substitution products are produced when the alkane below is chlorinated?
Consider both constitutional isomers and stereoisomers.
x
The number of monochloro substitution products is

Transcribed Image Text:In radical chlorination of alkanes, non-equivalent hydrogens react with chlorine atoms at different rates. At
35 °C, primary, secondary, and tertiary C-H bonds react at relative rates of 1 : 3.9 : 5.2 respectively.
These are conditions of kinetic control where product ratios are determined by relative rates of formation.
For example, if A is formed twice as fast as B, the A:B product ratio will be 2.
Consider chlorination of the alkane below at 35 °C.
a
C
1. Specify the most reactive C-H bond(s), a-c.
Two non-equivalent C-H bonds of comparable reactivity should be separated by commas, i.e.
a,c.
2. Specify the site of chlorination in the major monochloro substitution product, a-c.
Two products that form in comparable quantities should be separated by commas, i.e. a,c
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- 1 a. b. C. d. e. f. g. CH3OH C₂H5OH H3C CH3 H3C ਸ HBr 1. NaH CH3 2. C₂H5CI Br H3C -H H- HO H CH3 H CH3 CH₂CH3 H3CH₂C H3C H 27 H Br -CH₂CH₂CH3 CH₂CH₂CH3 H3CH₂C CH3OH tº CH3ONa tº H OH H CH₂CH₂CH3 H3C NaOC₂H5 PBr3 CH3O OH SOCI₂ CH3 CH₂CH₂CH3 HBr CH3 нотн CH₂CH₂CH3 NaH DMSO CH3ONa tºarrow_forwardHow are the two BRs related and how are the OH figures relatedarrow_forwardreferring to answer C.arrow_forward
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