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Journal of the Korean Chemical Society (JKCS)

ISSN 1017-2548(Print)
ISSN 2234-8530(Online)
Volume 39, Number 11
JKCSEZ 39(11)
October 20, 1995 

The Near Infrared Spectroscopic Studies on the Hydrogen Bonding Ability of Thiopropionamide

티오프로피온 아미드의 수소 결합 능력에 대한 근 적외선 분광학 연구
Sul-A Ju, Jeunghee Park, Chang-Ju Yoon, Young-sang Choi

주설아, 박정희, 윤창주, 최영상
사염화탄소 속에서 티오프로피온아미드(TPA)와 triethylphosphine oxide(TEPO), triphenylphosphine oxide(TPPO), trimethylphosphate(TMP), 그리고 tributyl phosphate(TBP)간의 수소 결합에 대한 열역학적 상수들을 근적외선 분광법을 이용하여 구하였다. TPA의 νa + amide Ⅱ 조합띠는 TPA 단위체 및 수소결합을 이룬 TPA의 띠로 이루어져 있음이 확인되어 이 띠를 두 개의 Lorentzian-Gaussian 곱함수의 띠로 분해하였다. 온도 및 농도의 변화에 따른 이 조합띠의 변화로부터 TPA의 수소 결합에 대한 평형 상수 및 열역학적 함수를 구하였다. TPA와 TEPO, TPPO, TMP, TBP의 수소 결합 엔탈피는 각각 -21.4, -16.8, -12.8, -12.9kJ/mol이었다. 이 결과는 치환기의 inductive effect 및 steric effect로 설명할 수 있다.

Thermodynamic parameters for the hydrogen bonding between thiopropionamide(TPA) and proton donors such as triethylphosphine oxide(TEPO), triphenylphosphine oxide(TPPO), trimethylphosphate(TMP), and tributyl phosphate(TBP) in dilute carbon tetrachloride solution have been measured by near-IR spectroscopy. The νa + amide Ⅱ combination band of TPA has been resolved into two Lorentzian-Gaussian product components which have been identified with monomeric TPA and 1 : 1 hydrogen bonded complex. The equilibrium constants and thermodynamic parameters for the formation of 1 : 1 hydrogen bonded complex have been obtained by the analysis of concentration and temperature dependent spectra. The standard enthalpies for the 1 : 1 hydrogen bonded complex formation of TPA with TEPO, TPPO, TMP, and TBP in CCl4 have been found to be - 21.4, - 16.8, - 12.8, and - 12.9 kJ/mol, respectively. The results are explained by the inductive and steric effects of substituents.

837 - 841
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