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Q.

Which of the following statements is correct?

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a

The principal mononitration product of o-cresol is 2-methyl-4-nitrophenol.

b

The carbon-hydrogen homolytic bond dissociation energy for benzene is considerable smaller than for cyclohexane.

c

The number of isomers of mononitration of o-dichlorobenzene is 4

d

A tribromobenzene gives two isomers when it is mononitrated. The compound is 1,2,4-tribromobenzene.

answer is A.

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Detailed Solution

 

 

(a) The product is Question Image

A strongly activating group, competing with a weakly activating group, controls the orientation. The position 6 will be sterically hindered.

(b) The C-H bond in benzene involves sp2 -s character while in cyclohexane it is sp3-s. The bond C-H in benzene is expected to be shorter and thus stronger than in cyclohexane.

( c) There are only two isomers.Question Image

( d) 1,2,4-tribromobenzene gives three isomers.

 

Question Image

The compound 1, 2, 3-tribromobenzene gives two isomers.Question Image

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