Journal of the Korean Chemical Society (대한화학회지)

Korean Chemical Society (대한화학회)
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Effect of Some Amides on the Hindered Rotation of N-C(S) Bond of Thioacetamide in $CCl_4$

$CCl_4$속에서 Thioacetamide의 N-C(S) 부자유회전에 미치는 몇가지 Amide의 영향

  • 노성구 (고려대학교 이과대학 화학과) ;
  • 최영상 (고려대학교 이과대학 화학과) ;
  • 윤창주 (성심여자대학 화학과)
  • Published : 1987.12.20
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Abstract

The effect of the hydrogen-bonding between thioacetamide (TA) and amides (N,N-dimethylformamide (DMF), N,N-dimethylacetamide (DMA) and N,N-dimethylpropionamide (DMP)) on the hindered rotation of N-C(S) bond of TA was investigated by the nmr spectroscopy. The $^1H$-nmr spectrum of $NH_2$ group in TA was distinctly separated into two peaks with increasing the amount of $CCl_4$ and the effect of amides on the peak separation was in the order of DMF < DMA < DMP. Those phenomena were interpreted in terms of hydrogen-bonding between TA and amide.

$CCl_4$속에서 티오아세트산아미드(TA)와 몇가지 아미드(N,N-dimethylformamide (DMF), N,N-dimethylacetamide (DMA) and N,N-dimethylpropionamide (DMP)) 사이의 수소결합이 TA의 N-C(S) 결합 주위의 부자유 회전에 미치는 영향을 nmr 분광학적인 방법으로 연구하였다. $CCl_4$분율이 증가할 때 TA의 $NH_2$기의 양성자 nmr 스펙트럼은 이중선으로 뚜렷하게 분리되었으며, 그 정도는 DMF < DMA < DMP순으로 증가하였다. 이런 현상을 TA와 아미드사이의 분자간 수소결합으로 설명하였다.

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References

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