bis(1-propenyl) disulfide | 53925-82-9

• 分子结构分类: 有机化合物 - 有机硫化合物 - 有机二硫化物
• 英文名称: bis(1-propenyl) disulfide
• 英文别名: Dipropenyldisulfid；1-(prop-1-enyldisulfanyl)prop-1-ene
• CAS: 53925-82-9
• 化学式: C₆H₁₀S₂
• 分子量: 146.277
• InChiKey: FHSDVOJKLYJNCQ-UHFFFAOYSA-N

物化性质

• 沸点：
  186.1±13.0 °C(Predicted)
• 密度：
  1.024±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  8
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  50.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  bis(1-propenyl) disulfide 生成 3,4-二甲基噻吩
  参考文献：
  名称：

  Onion essential oil chemistry. Cis-and trans-2-mercapto-3,4-dimethyl 2,3-dihydrothiophene from pyrolysis of bis(1-propenyl) disulfide

  摘要：

  DOI：

  10.1016/s0040-4039(00)97788-8
• 作为产物：
  描述：

  Methyl (E,Z)-1-propenyl sulfide 在 氨 、 碘 、 lithium 、 potassium iodide 作用下， 生成 bis(1-propenyl) disulfide
  参考文献：
  名称：

  Allium Chemistry:  Structure, Synthesis, Natural Occurrence in Onion (Allium cepa), and Reactions of 2,3-Dimethyl-5,6-dithiabicyclo[2.1.1]hexane S-Oxides

  摘要：

  Peracetic acid oxidation of di-1-propenyl disulfide (8) gives (+/-)-(1 alpha,2 alpha,3 beta,4 alpha,5 beta)-2,3-dimethyl-5,6-dithiabicyclo[2.1.1]hexane 5-oxide (10a; 10%) and (1 alpha,2 alpha,3 alpha,4 alpha,5 beta)-2,3-dimethyl-5,6-dithiabicyclo[2.1.1]hexane 5-oxide (11a; 11%), both also isolated from extracts of homogenized onion. Compound 10a could be converted into bissulfoxides (+/-)-(1 alpha,2 alpha,3 beta,4 alpha,5 alpha,6 alpha)-2,3-dimethyl-5,6-dithiabicylo[2.1.1]hexane 5,6-dioxide (16) and (+/-)-(1 alpha,2 alpha,3 beta,4 alpha,5 beta,6 alpha)-2,3-dimethyl-5,6-ditiabicyclo[2.1.1]hexane 5,6-dioxide (17a); these could be oxidized further to (+/-)-(1 alpha,2 alpha,3 beta,3 alpha,5 alpha,5 beta,6 alpha)-2,3-dimethyl-5,6-dithiabicyclo[2.1.1]hexane 5,5,6-trioxide (18a) and (+/-)-(1 alpha,2 alpha,3 beta,4 alpha,5 alpha,5 beta,6 beta)-2,3-dimethyl-5,6-dithiabicyclo[2.1.1]hexane 5,5,6-trioxide (18b) from 16 and 18a from 17a. Extended oxidation of 10a gave (+/-)-trans-2,3-dimethyl-5,6-dithiabicyclo[2.1.1]hexane 5,5,6,6-tetraoxide (19). Oxidation of 11a gave (1 alpha,2 alpha,3 alpha,3 alpha,5 beta,6 beta)-2,3-dimethyl-5,6-dithiabicyclo[2.1.1]hexane 5,6-dioxide (21a) which was further oxidized to trioxides (1 alpha,2 alpha,3 alpha,4 alpha,5 alpha,5 beta,6 beta)-2,3-dimethyl-5,6-dithiabicyclo[2.1.1]hexane 5,5,6-trioxide (23a) and (1 alpha,2 beta,3 beta,4 alpha,5 alpha,5 beta,6 beta)-2,3-dimethyl-5,6-dithiabicyclo[2.1.1]hexane 5,5,6-trioxide (23b) and a bissulfone (cis-2,3-dimethyl-5,6-dithiabicyclo[2.1.1]hexane 5,5,6,6-tetraoxide (24)). The structures of 18a, 19, 21a, and 23a were determined by X-ray crystallography. with the proof of the structure of 18a, structures for 17a and 10a are thereby unequivocally established.

  DOI：

  10.1021/ja951134t

文献信息

• Reactions of unstable dialkylcarbamoyl lithiums with sulfur compounds
  作者：Takumi Mizuno、Ikuzo Nishiguchi、Tsuneaki Hirashima

  DOI：10.1016/s0040-4020(01)86319-5

  日期：1993.3

  Unstable dialkylcarbamoyl lithiums, generated from the reaction of lithium dialkylamides with carbon monoxide, were successfully trapped by sulfur compounds (elemental sulfur, disulfides, carbon disulfide, and carbonyl sulfide) at low temperature, through their potent affinity with a sulfur atom. These efficient reactions were also applied to development of a facile synthetic method for thiocarbamates

  由二烷基酰胺锂与一氧化碳反应生成的不稳定的二烷基氨基甲酰基锂由于其与硫原子的强亲和力，在低温下成功地被硫化合物（元素硫，二硫化物，二硫化碳和羰基硫化物）捕获。这些有效的反应还用于开发硫代氨基甲酸酯，有用的除草剂和硫代草酸酯的简便合成方法。
• First synthesis and characterization of vinylselenols and vinyltellurols
  作者：Jean-Claude Guillemin、Asmae Bouayad、Dange Vijaykumar

  DOI：10.1039/b002886j

  日期：——

  Vinylselenols and vinyltellurols have been prepared by slow addition of tributyltin hydride to the corresponding divinyldiselenide or divinylditelluride in tetraglyme.

  乙烯基硒醇和乙烯基碲是通过在四聚乙二醇中将氢化三丁基锡缓慢加入相应的二乙烯基二硒化物或二乙烯基二碲化物来制备的。
• Allium chemistry: Identification of natural abundance organoselenium volatiles from garlic, elephant garlic, onion, and Chinese chive using headspace gas chromatography with atomic emission detection
  作者：Xiao-Jia Cai、Peter C. Uden、Eric Block、Xing Zhang、Bruce D. Quimby、James J. Sullivan

  DOI：10.1021/jf00046a002

  日期：1994.10
• Allium chemistry: Synthesis of alk(en)yl 3,4-dimethyl-2-thienyl disulfides, components of distilled oils and extracts of Allium species
  作者：Eric. Block、Mohan. Thiruvazhi

  DOI：10.1021/jf00036a001

  日期：1993.12
• Zwiebelanes: novel biologically active 2,3-dimethyl-5,6-dithiabicyclo[2.1.1]hexane 5-oxides from onion
  作者：Thomas Bayer、Hildebert Wagner、Eric Block、Serge Grisoni、Shu Hai Zhao、Andras Neszmelyi

  DOI：10.1021/ja00190a064

  日期：1989.4