Synthesis, spectroscopic characterization, and conformational properties of trichloromethanesulfenyl acetate, CCl3SOC(O)CH3
文献类型：期刊论文
| 作者 | Reina, Marlene Cuaquira1; Boese, Roland6; Ge, Maofa4; Ulic, Sonia E.1,2; Beckers, Helmut5; Willner, Helge5; Della Vedova, Carlos O.1,3 |
| 刊名 | JOURNAL OF PHYSICAL CHEMISTRY A
 |
| 出版日期 | 2008-08-28 |
| 卷号 | 112期号:34页码:7939-7946 |
| ISSN号 | 1089-5639 |
| DOI | 10.1021/jp803609m |
| 英文摘要 | Trichloromethanesulfenyl acetate, CCl3SOC(O)CH3, belongs to the family of sulfenic esters. This molecule has been characterized by vibrational spectroscopy. The conformational and geometrical properties of this species have been determined by IR and Raman spectroscopy, X-ray diffraction, and quantum chemical calculations. Geometry optimizations of the most stable forms were performed with ab initio (HF, MP2) and density functional theory (B3LYP) methods. According to Our data, this compound results in a gauche-syn conformer with C-1 symmetry (gauche orientation around the S-O bond and syn orientation of the C=O double bond with respect to the S-O single bond) for the most stable geometry, and trans-syn conformer with C-s symmetry (trans orientation around the S-O bond and syn orientation of the C=O double bond with respect to the S-O single bond) for the second stable conformer (1.1 and 0.53 kcal/mol higher in energy than the most stable C-1 form according to the matrix FTIR spectroscopy and MP2/6-31G* level of the theory, respectively). The crystalline solid (monoclinic, P2(1)/n, a = 8.0152(17) angstrom, b = 5.7922(13) angstrom, c = 17.429(4) A, gamma = 90 degrees, 100.34](3)degrees) consists exclusively of the main form. The geometrical parameters (X-ray diffraction) are d(C-Cl) = 1.767(19) angstrom. DC-S = 1.797(2) angstrom, d(S-O) = 1.663(14) angstrom, d(C=O) = 1.189(2) angstrom, d(O-C) = 1.389(3) angstrom, d(C-C) = 1.483(3) angstrom, angles Cl-C-Cl = 1 10.3(11)degrees, Cl-C-S = 111.8(12)degrees, C-S-O = 97.4(8)degrees, S-O-C = 116.7(11)degrees, O-C=O = 122.8(19)degrees, O=C-C = 127.1(2)degrees, and the main torsion angles are delta(CSOC) = 105.9(15)degrees and delta(SOC(O)) = 7.6(3)degrees. The geometrical data calculated with B3LYP/631G++(3df,3pd), 133LYP/6-311G++(3df,3pd), B3LYP/aug-cc-pVTZ, and MP2/6-31G* are in good agreement with diffraction data. |
| 语种 | 英语 |
| WOS记录号 | WOS:000258633300024 |
| 出版者 | AMER CHEMICAL SOC |
| 源URL | [http://ir.iccas.ac.cn/handle/121111/64323]  |
| 专题 | 中国科学院化学研究所 |
| 通讯作者 | Della Vedova, Carlos O. |
| 作者单位 | 1.Univ Nacl La Plata, Fac Ciencias Exactas, CONICET, CEQUINOR, RA-1900 La Plata, Buenos Aires, Argentina 2.Univ Nacl Lujan, Dept Ciencias Basicas, RA-6700 Buenos Aires, DF, Argentina 3.Univ Nacl La Plata, Fac Ciencias Exactas, Dept Quim, LaSelSiC CIC CONICET, Buenos Aires, DF, Argentina 4.Chinese Acad Sci, Inst Chem, Beijing 100080, Peoples R China 5.Berg Univ Wuppertal, Fachbereich C Anorgan Chem, D-47097 Wuppertal, Germany 6.Univ GH Essen, Inst Anorgan Chem, D-45117 Essen, Germany |
| 推荐引用方式 GB/T 7714 | Reina, Marlene Cuaquira,Boese, Roland,Ge, Maofa,et al. Synthesis, spectroscopic characterization, and conformational properties of trichloromethanesulfenyl acetate, CCl3SOC(O)CH3[J]. JOURNAL OF PHYSICAL CHEMISTRY A,2008,112(34):7939-7946. |
| APA | Reina, Marlene Cuaquira.,Boese, Roland.,Ge, Maofa.,Ulic, Sonia E..,Beckers, Helmut.,...&Della Vedova, Carlos O..(2008).Synthesis, spectroscopic characterization, and conformational properties of trichloromethanesulfenyl acetate, CCl3SOC(O)CH3.JOURNAL OF PHYSICAL CHEMISTRY A,112(34),7939-7946. |
| MLA | Reina, Marlene Cuaquira,et al."Synthesis, spectroscopic characterization, and conformational properties of trichloromethanesulfenyl acetate, CCl3SOC(O)CH3".JOURNAL OF PHYSICAL CHEMISTRY A 112.34(2008):7939-7946. |
入库方式： OAI收割
来源：化学研究所
浏览0
下载0
收藏0
其他版本
除非特别说明，本系统中所有内容都受版权保护，并保留所有权利。