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Journal of the Korean Chemical Society (JKCS)

ISSN 1017-2548(Print)
ISSN 2234-8530(Online)
Volume 36, Number 2
JKCSEZ 36(2)
April 20, 1992 

Hydrogen Bonding between Thioamides and Dimethylsulfoxide (DMSO) in CCl4

CCl4속에서 Thioamides 와 Dimethyl Sulfoxide (DMSO) 사이의 수소 결합에 대한 연구
Young-Lac Do, Seon-Jin Kim, Chang-Ju Yun, Young-Sang Choi

도영락, 김선진, 윤창주, 최영상
사염화탄소 속에서 대단히 묽은 티오아미드 및 티오아미드-DMSO 용액의 νa + Amide Ⅱ 조합띠에 대한 근적외선 스펙트럼을 5℃ 와 55℃ 사이에서 얻었다. 이 조합띠는 두 개의 Lorentzian-Gaussian product 함수로 분해되며, 각각은 단체 티오아미드 및 1 : 1 티오아미드-DMSO 복합체로 확인되었다. 티오아세트아미드(TA)와 DMSO 사이의 수소결합은 티오프로피온 아미드(TPA)와 DMSO 사이의 수소결합보다 약간 강하며 CCl4 속에서 TA-DMSO와 TPA-DMSO 1: 1 복합체에 대한 ΔH˚는 각각 -15.3 kJ·mol-1 및 -14.2 kj·mol-1이었다.

Near-IR spectra for νa + Amide Ⅱ combination band of thioamides, and very dilute thioamide-DMSO solution in CCl4 were recorded in the temperature range of 5℃ to 55℃. This combination band was resolved by the computer program into two Lorentzian-Gaussian product function which have been identified with monomeric thioamide and thioamide-DMSO 1 : 1 complex. Equilibrium constants and thermodynamic parameters for the thioamide-DMSO hydrogen bonding were elucidated by the analysis of conce ntration and temperature dependent spectra. The hydrogen bonding strength between thioacetamide (TA) and DMSO in CCl4 is stronger than that between thiopropionamide (TPA) and DMSO in CCl4. The ΔH˚ for the TA-DMSO and TPA-DMSO 1 : 1 complex in CCl4 were -15.3 kJ·mol-1 and -14.2 kj·mol-1, respectively.

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