2,2-dimethylpropanesulfinyl chloride | 82215-38-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 亚磺酸及其衍生物
• 英文名称: 2,2-dimethylpropanesulfinyl chloride
• 英文别名: 2,2-Dimethylpropane-1-sulfinyl chloride
• CAS: 82215-38-1
• 化学式: C₅H₁₁ClOS
• 分子量: 154.661
• InChiKey: IFDYZVIEBKJYIW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  8
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  36.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,2-dimethylpropanesulfinyl chloride 在 锌 作用下， 以 四氯化碳 为溶剂， 反应 24.0h， 以78%的产率得到S-(2,2-Dimethylpropyl) 2,2-dimethylpropanesulfonothioate
  参考文献：
  名称：

  溶剂对2,2-二甲基丙烷亚磺酰氯与活性锌反应的影响

  摘要：

  尽管2,2-二甲基丙烷亚磺酰氯与C 6 H 6或CCl 4中的锌反应生成相应的硫代磺酸盐作为主要产物，但在C 2 D 10 O，C 2 H 10 O和CD 3 CN中的反应得到相应的硫代亚磺酸盐作为主要产品。

  DOI：

  10.1016/s0040-4039(00)86870-7
• 作为产物：
  描述：

  bis(2,2-dimethyl-1-propyl) disulfide 在 磺酰氯 、 乙酸酐 作用下， 以83%的产率得到2,2-dimethylpropanesulfinyl chloride
  参考文献：
  名称：

  Allium Chemistry:  Microwave Spectroscopic Identification, Mechanism of Formation, Synthesis, and Reactions of (E,Z)-Propanethial S-Oxide, the Lachrymatory Factor of the Onion (Allium cepa)

  摘要：

  Flow pyrolysis of 2-methyl-2-propyl 1'-propenyl sulfoxide (9b) affords a 98:2 mixture of (Z)- and (E)-propanethial S-oxide ((Z)- and (E)-5b), both characterized by Fourier transform microwave (FT-MW) spectroscopy, Sulfines (Z)- and (E)-5b are also identified by FT-MW in chopped onion volatiles and by NMR spectroscopy in onion extracts. Similarly, flow pyrolysis of 2-methyl-2-propyl vinyl sulfoxide (9c) affords (Z)- and (E)-isomers of ethanethial S-oxide (5a), identified by FT-MW methods. Pyrolysis in the presence of D2O affords (Z)-5a-d(1) and (Z)-5a-d(2) from 99 and (Z)-5b-d(1) from 9b; (Z)-5b-d(1) is also produced when an onion is homogenized in D2O. Pyrolysis of 9c with ethyl propiolate gives ethyl (E)-3-(vinylsulfinyl)acrylate (10). Neat 59 at 100 degrees C gives acetaldehyde. On standing, 5b dimerizes to trans-3,3-diethyl-1,2-dithietane 1,1-dioxide (12a); Me(3)SiCH=S+-O- (5f) undergoes an analogous dimerization. Compound 5b shows moderate potency as an anticarcinogen in inducing the enzyme quinone reductase.

  DOI：

  10.1021/ja960722j

文献信息

• Chemical ionization and electron impact mass spectra of thiosulfinates, thiosulfonates and sulfinyl sulfones
  作者：Fillmore Freeman、Christos N. Angeletakis

  DOI：10.1002/oms.1210170303

  日期：1982.3

  AbstractThe chemical ionization and electron impact mass spectra of some thiosulfinates, thiosulfonates and sulfinyl sulfones have been studied. The electron impact mass spectra of four of the six thiosulfonates show molecular ions of less than 1%. Inconclusive evidence was obtained for sulfenyl sulfinate type intermediates in the electron impact spectra of thiosulfonates. The electron impact spectra of thiosulfonates were similar to those of thiosulfonates. The chemical ionization (isobutane) mass spectra of thiosulfinates and thiosulfonates generally show protonated molecular ions [MH]+as base peaks and [MH+1]+and [MH+2]+peaks.
• A Facile Synthesis of Symmetrical Alkanesulfonothioic<i>S</i>-Alkyl Esters (<i>S</i>-Alkyl Alkanethiosulfonates)
  作者：Fillmore Freeman、Monica C. Keindl

  DOI：10.1055/s-1983-30564

  日期：——
• m-Chloroperoxybenzoic acid oxidation of S-phenyl 2,2-dimethylpropanethiosulfinate
  作者：Fillmore Freeman、Christos N. Angeletakis、Tom J. Maricich

  DOI：10.1021/jo00139a004

  日期：1982.8
• .alpha.-Disulfoxide formation during the m-chloroperoxybenzoic acid oxidation of S-(2,2-dimethylpropyl) 2,2-dimethylpropanethiosulfinate
  作者：Fillmore Freeman、Christos N. Angeletakis

  DOI：10.1021/ja00385a035

  日期：1982.10
• FREEMAN, F.;ANGELETAKIS, C. N., TETRAHEDRON LETT., 1982, 23, N 5, 491-494
  作者：FREEMAN, F.、ANGELETAKIS, C. N.

  DOI：——

  日期：——