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Structural Isomerism

A mixture of ...

Question

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?
$P e n t a n e (a l l i s o m e r s) + {C l}^{∙} ⟶ P e n t y l r a d i c a l s (a l l i s o m e r s) + H C l$

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 D 8
Total eight isomers can be obtained by hydrogen extraction from isomers of pentane by reaction with chlorine free radical.
$P e n t a n e (a l l i s o m e r s) + {C l}^{∙} ⟶ P e n t y l r a d i c a l s (e i g h t i s o m e r s) + H C l$

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Similar questions

Q. 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)

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)

D.Which of the following will give five monochloro products, when allowed to react with

C l_{2}

in presence of sun light (excluding stereoisomers) ?

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 constitutional isomer of

C_{7} H_{15} C l

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

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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