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Arrange the following comounds in increa...

Arrange the following comounds in increasing order of length of their `C-N` bond.

A

`IV lt II lt IV lt III`

B

`III lt IV lt II lt I`

C

`II lt III lt I lt IV`

D

`II lt IV lt I lt III`

Text Solution

Verified by Experts

The correct Answer is:
B
The bond order of `C-N` bond is `2` in `III`, shortest, `I` in `II`, longest bond. There is greater extent of delocalisation of nitrogen lone pair in `IV` because it brings negative charge on oxygen than in `IV` because it brings negative charge on oxygen than in `1` where negative charge moves on carbons. Hence, `C-N` bond acquire greater partial double bond character in `IV` than in `1`. this results in greater shortening of `C-N` bond length in `IV` than in `I`, although `I` has more resonating structure.
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Knowledge Check

  • Arrange the following in increasing order of stability.

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