On the Correlation of the Carbonyl Stretching Frequency with Substituents in Benzanilides

벤즈아닐리드에 있어서 치환기가 카르보닐 신축진동에 미치는 영향

  • Published : 1973.06.30

Abstract

The correlation of the infrared carbonyl stretching frequency with substituents in benzanilides has been studied. The Hammett-type equation(1) was adopted for this correlation. Substituents in a C-phenyl-ring gave a better correlation with ${\sigma}^{+}$rather than ${\sigma}$, meanwhile, substituents in a N-phenyl-ring gave a better correlation with ${\sigma}$. When substituents are placed on both C-phenyl and N-phenyl ring, they influenced the carbonyl stretching frequency reasonably independently of each other. A conformation of benzanilide which accounts for the above observation has also been discussed.

Hammett형의 식${\nu}={\nu}_0 +{\rho}{\sigma}$을 적용하여 벤즈아닐리드에 있어서의 카르보닐 신축진동과 치환기의 상관관계를 조사하였다. 치환기가 C-페닐기에 있을때는 ${\sigma}$보다 ${\sigma}^{+}$ 와 더 좋은 상관관계를 나타내었고 한편 치환기가 N-페닐기에 있을때는 ${\sigma}$와 더 좋은 상관관계를 나타내었다. 치환기가 C- 및 N- 양페닐기에 동시에 있을때는 이들 치환기는 카르보닐 신축진동에 서로 독립적으로 적용하였다. 이와같은 결과를 벤즈아닐리드의 구조를 이용하여 고찰하였다.

Keywords

References

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