Organic Chemistry3

Question 1
The rate of nitration of the following aromatic compounds decreases in the order:

I

II

III

IV

Question 2
True/False Type

Ph_{3}\dot{C} radicle has more number of hyperconjugation structures than those of Ph_{2}\dot{C}H

5 Answers

1
Anirudh Kumar ·

IV > I >II >III

106
Asish Mahapatra ·

Q2. False

Q1. III>IV>I>II (bit unsure abt position of III)

1
Tapas Gandhi ·

@ashish- both correct thx
explain q1> II and III

39
Pritish Chakraborty ·

Tapas in pyridine(II), the nitrogen atom's lone pair is perpendicular to the ring system, meaning it does not delocalise over the ring. This gives the nitrogen atom deactivating character. Thus nitration is slow in pyridine.

III looks like a pyrrole analogue which has sulphur instead of nitrogen..nitration being at the highest rate here means a lone pair of sulphur delocalises over the ring(as it does in pyrrole).

1
Tapas Gandhi ·

@pritish agreed lone pair is not delocalized check morrison-boyd pg 1100 for thiophene thx

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