S allyl S-methyl dithiocarbonate | 40515-45-5

• 分子结构分类: 有机化合物 - 有机硫化合物 - 烯丙基硫化合物
• 英文名称: S allyl S-methyl dithiocarbonate
• 英文别名: S-allyl S-methyl dithiocarbonate；dithiocarbonic acid S-allyl ester S'-methyl ester；Allyl-methyl-dithiocarbonat；Methylsulfanyl(prop-2-enylsulfanyl)methanone
• CAS: 40515-45-5
• 化学式: C₅H₈OS₂
• 分子量: 148.25
• InChiKey: MAJYDLQJWFCXSK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  8
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  67.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  S allyl S-methyl dithiocarbonate 在 C.I.酸性橙108 作用下， 生成 烯丙硫醇
  参考文献：
  名称：

  An improvement in syntheses of mercaptans via thiolesters

  摘要：

  DOI：

  10.1016/s0040-4039(01)88473-2
• 作为产物：
  描述：

  O-Allyl xanthate 57.0 ℃ 、399.97 Pa 条件下， 生成 S allyl S-methyl dithiocarbonate
  参考文献：
  名称：

  针对chugaev反应规则的重排和消除

  摘要：

  DOI：

  10.1016/s0040-4039(01)99531-0

文献信息

• Effect of >CO···H–Ar interaction on endo/exo selectivity in the Diels–Alder reaction of phenyl-substituted cyclopentadienones
  作者：Yasuyuki Yoshitake、Hidetoshi Nakagawa、Masashi Eto、Kazunobu Harano

  DOI：10.1016/s0040-4039(00)00602-x

  日期：2000.6

  e with S-allyl S-methyl dithiocarbonate gave the endo cycloadduct whereas phencyclone gave a mixture of the endo and exo cycloadducts. The X-ray analysis of the cycloadduct of phencyclone and S-allyl S-methyl dithiocarbonate indicated the presence of a short contact of Ar–H···OC< type. A possible role of the interaction in determining the endo/exo selectivity was discussed based on the X-ray crystallographic

  的2,5-双（甲氧基羰基）-3,4- diphenylcyclopentadienone与环加成小号-烯丙基小号-甲基二硫代碳酸酯，得到内型环加成而phencyclone得到的混合物内切和外切cycloadducts。X射线分析苯环酮和S-烯丙基S-甲基二硫代碳酸酯的环加合物表明存在Ar–H···OC<类型的短接触。基于X射线晶体学数据和MO计算数据的过渡结构，讨论了相互作用在确定内/外选择性方面的可能作用。
• Desulfurizative Germylation: Synthesis and Reaction of Allyl- and Allenylgermanes
  作者：Hiroshi Sano、Yoshiyuki Miyazaki、Makoto Okawara、Yoshio Ueno

  DOI：10.1055/s-1986-31776

  日期：——

  Allyl- and allenylgermanes were obtained by the reaction of allyl- or propargyl sulfur compounds with triphenylgermane in the presence of a radical initiator. Allylgermanes are as effective in the allylation of aldehydes as allylsilanes or stannanes.

  烯丙基-和丙二烯基锗烷是通过烯丙基-或炔丙基硫化合物与三苯基锗烷在自由基引发剂存在下反应获得的。烯丙基锗烷在醛的烯丙基化方面与烯丙基硅烷或锡烷一样有效。
• Harano,K.; Taguchi,T., Chemical and pharmaceutical bulletin, 1972, vol. 20, p. 2348 - 2356
  作者：Harano,K.、Taguchi,T.

  DOI：——

  日期：——
• An X-ray Crystallographic and Computational Study of Intermolecular Edge-to-Face Aromatic Interaction in Crystal Structure of exo [4+2]π Cycloadduct of Phencyclone and S-Allyl S-Methyl Dithiocarbonate
  作者：Yasuyuki Yoshitake、Hidetoshi Nakagawa、Masashi Eto、Kazunobu Harano

  DOI：10.1016/s0040-4020(00)00553-6

  日期：2000.8

  Pencyclone reacted with S-allyl S-methyl dithiocarbonate derived from the [3,3]-sigmatropic rearrangement of O-allyl S-methyl dithiocarbonate to give an 1:1 mixture of endo and exo [4+2]pi cycloadducts. The single crystal X-ray analysis of the exo [4+2]pi cycloadduct was performed. The molecules are linked together with the intermolecular edge-to-face interaction between the phenyl hydrogen atom and the phenanthrene ring. The PM3 calculation reproduced the structural feature of the molecular packing. (C) 2000 Elsevier Science Ltd. All rights reserved.
• SANO HIROSHI; MIYAZAKI YOSHIYUKI; OKAWARA MAKOTO; UENO YOSHIO, SYNTHESIS,(1986) N 9, 776-777
  作者：SANO HIROSHI、 MIYAZAKI YOSHIYUKI、 OKAWARA MAKOTO、 UENO YOSHIO

  DOI：——

  日期：——