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Stereoisomerism

A mixture of ...

Question

A mixture of all isomers of pentane is allowed to react with chloride radicals. How can many different isomeric alkyl radicals be formed by hydrogen abstraction in following reaction?
Pentane $+ C l$ $\to$ Pentyl radicals $+ H C l$ (all isomers) (all isomers)

A

5

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B

6

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C

7

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D

8

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Solution

The correct option is C 8
It is based on the parent hydrocarbon $C_{5} H_{12}$ for which there are three constitutional isomers.
Monobromination of above isomers results in eight constitutional monobromo alkanes.

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Similar questions

Q. A mixture of all isomers of pentane is allowed to react with chlorine radicals (produced by photochemical cleavage of

C l_{2})

. How many different isomeric alkyl radicals can form by hydrogen abstraction in the following reaction?
Pentane (all isomers )

+ C l^{*} \to

Pentyl radicals (all isomers)

+ H C l

Q. How many constitutional isomer of

C_{7} H_{15} C l

will form in the radical chain chlorination of 2,4-dimethylpentane?

Q. Halogenation is a substitution reaction, where halogen replaces one or more hydrogens of hydrocarbon.
Chlorine free radical make

1^{\circ}, 2^{\circ}, 3^{\circ}

radicals with almost equal ease, whereas bromine free radicals have a clear preference for the formation of tertiary free radicals. So , bromine is less reactive, and more selective whereas chlorine is less selective and more effective.
The relative rate of abstraction of hydrogen by Br is

3^{\circ} (1600) > 2^{\circ} (82) > 1^{\circ} (1)

The relative rate of abstraction of hydrogen by Cl is

3^{\circ} (5) > 2^{\circ} (3.8) > 1^{\circ} (1)

G. How many dichloro products (including stereoisomers) will be formed when R - 2 - chloropentane reacts with

C l_{2}

in presence of UV radiation ?

Q. How many isomers (including stereoisomers) can be obtained by free radical chlorination of

2, 2, 4 -

trimethylpentane?

3

methyl hexane yields all possible monochloro derivatives when allowed to react with

C l_{2}

in a radical chain reaction How many different stereoisomers of

2 - c h l o r o - 3 - m e t h y l h e x a n e

are going to be found in the mixture of the product?

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