[ReferencEIJ How many monochloro substitution products are produced when the alkane below is chlorinated? Consider both constitutional isomers and stereoisomers. The number of monochloro substitution products is

Organic Chemistry
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Chapter3: Organic Compounds: Alkanes And Their Stereochemistry
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Problem 54AP: In the next chapter we'll look at cycloalkanes—saturated cyclic hydrocarbons—and we’ll see...
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[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:[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
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
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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