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Addition Reactions

93. Monochlor...

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93. Monochlorination of n-Pentane gives 1-chloropentane (A), 2-chloro-pentane (B) and 3-chloropentane (C). The relative reactivity of 1^° : 2^° : 3^° hydrogen towards chlorination is 1 : 3.8 : 5. Which of the following statement(s) is/are true ? (a) Probability of formation of A is highest (b) Percentage of A,B and C will be 20.83, 52.78 and 26.39 respectively (c) Rate of reaction decreases with the addition of radical scavengers. (d) The order of stability of alkyl radicals formed as intermediate is • • CH3CHCH2CH2CH3 > CH3CH2CHCH2CH3 • > CH2CH2CH2CH2CH3

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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. If the relative reactivity of

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

3^{\circ}

hydrogens towards free redical chlorination is

1 : 4.5 : 5.5,

what would be the percentage of 1-chloro-2-methycyclohexane in the free radical chlorination of methyl cyclohexane?

Q. Chlorination of ethane to ethy1 chloride is more practicable than the chlorination of n-pentane to 1-chloropentane.

Q. 2-Chloropentane on halogenation with chlorine gives 2,3-dichloropentane. What will be the structure of free radical species formed in the reaction?

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)

A.1 -halo -2, 3 -dimethyl butane will be obtained in better yields, if halogen is :

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