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Reactions of Aryl Amines (Diazo Salts)

74 In which o...

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74 In which of the following compounds is steric inhibition of resonance effect will operate A. 1,2,3 trimethylbenzene B. 3,5 dimethyl nitroBenzene C. 2,6 dimethyl nitrobenzene D. 2 methyl nitrobenzene

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2, 6 - D i m e t h y l - 4 - n i t r o p h e n o l (I)

is more acidic than

3, 5 - d i m e t h y l - 4 - n i t r o p h e n o l (I I) .

Reason: It is due to the steric inhibition of the resonance of

(- N O_{2})

(M e)

(I I) .

P h N_{2}^{+} {B r}^{-}

couples with N,N-dimethyl aniline (I) but not with 2,6-dimethyl-N,N dimethyl aniline (II). Reason: Due to steric inhibition of resonance, the p-position of (II) is not sufficiently activated for the coupling reaction.

Q. Energy of the resonance hybrid of nitrobenzene is

E_{0} k J / m o l

and nitrobenzene has the following resonating structures with their energies given below:

Resonating structure	Energy
	$E_{1}$
	$E_{2}$
	$E_{3}$
	$E_{4}$
	$E_{5}$

The correct representation of the resonance energy would be:

Q. Energy of the resonance hybrid of nitrobenzene is

E_{0} k J / m o l

and nitrobenzene has the following resonating structures with their energies given below:

Resonating structure	Energy
	$E_{1}$
	$E_{2}$
	$E_{3}$
	$E_{4}$
	$E_{5}$

The correct representation of the resonance energy would be:

Q. Which of the following will best convert nitrobenzene into 3-fluorobromobenzene?

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Reactions of Aryl Amines (Diazo Salts)

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