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There are two 2 NH group in semicarbazide. However, only one is involved in the formation of semicarbazone. Why?

There are two 2 NH group in semicarbazide. However, only one is involved in the formation of semicarbazone. Why?

Grade:upto college level

3 Answers

Gaurav
askIITians Faculty 164 Points
6 years ago
Hello Student
There are two 2 NH group in semicarbazide. However, only one is involved in the formation of semicarbazone. This is because one N atom is involved in resonance with carbonyl carbon atom and thus its lone pair is not available for bonding.
Manisha Biswsl
13 Points
4 years ago
From two -NH2 group present in semicarbazide the one which is attached to C=O group develops a double bond character. Hence its breakage becomes difficult.
ankit singh
askIITians Faculty 614 Points
one year ago
Although there are two N-atoms containing unshared pair of electrons in semicarbazide molecules, the N-atom which is not adjacent to the C=O. group becomes involved in the formation of bond with the carbonyl carbon atom. ... hence, only one -NH2 in semicarbazide involved in the formation of semicarbazone

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