Advices For Studying Organic Chemistry

(Wang) #1
H 3 C C
O

O

H

O C
O

O
+ H CH 2 CH 3 H 3 C
CH 2 CH 3

+ H 2 O

Acetic acid Ethyl alcohol Ethyl acetate

2.12 NITRILES



  1. The carbon and the nitrogen of a nitrile are sp hybridized.

    1. In IUPAC systematic nonmenclature, acyclic nitriles are named by adding the
      suffix nitrile to the name of the corresponding hydrocarbon.




H 3 C CN
Ethanenitrile
(acetonitrile)

2 1
H 3 CH 2 CH 2 C CN
Butanenitrile
(butyronitrile)

4 3 2 1

CH CN
Propenenitrile
(acrylonitrile)

H^321
2 C H 2 CHCH 2 CH 2 C CN
4-Pentenenitrile

5 4 3 2 1

2) Cyclic nitriles are named by adding the suffix carbonitrile to the name of the
ring system to which the –CN group is attached.

CN

Benzenecarbonitrile (benzonitrile)

CN

Cyclohexanecarbonitrile
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