3,6-dihydro-4-methyl-1,2-dithiin | 18655-86-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二噻英
• 英文名称: 3,6-dihydro-4-methyl-1,2-dithiin
• 英文别名: 4-Methyl-3,6-dihydrodithiine
• CAS: 18655-86-2
• 化学式: C₅H₈S₂
• 分子量: 132.251
• InChiKey: MMDDVGKYKWHLFA-UHFFFAOYSA-N

物化性质

• 沸点：
  51-52 °C(Press: 2 Torr)
• 密度：
  1.133±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  7
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  50.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-Allyldisulfanyl-2-methyl-propene 在 bis[1,1-di(trifluoromethyl)ethoxy][(2,6-diisopropylphenyl)imino](2-methyl-2-phenylpropylidene)molybdenum 作用下， 以 氘代苯 为溶剂， 反应 3.0h， 以15%的产率得到3,6-dihydro-4-methyl-1,2-dithiin
  参考文献：
  名称：

  Catalytic ring-closing olefin metathesis of sulfur-containing species: Heteroatom and other effects

  摘要：

  This paper describes studies of the ring-closing metathesis of dialkyl sulfides and disulfides catalyzed by molybdenum and ruthenium alkylidenes. In general, the highest yields of ring-closed products were obtained using the molybdenum catalysts. Product yields were also strongly influenced by the substitution pattern about the double bonds: the yield of ring-closed products was found to decrease as the degree of substitution increased. These effects and other heteroatom effects are discussed. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)00072-5

文献信息

• Catalytic Transformations of Vinylthiiranes by Tungsten Carbonyl Complexes. A New Route to 3,6-Dihydro-1,2-dithiins
  作者：Richard D. Adams、Joseph L. Perrin

  DOI：10.1021/ja984249g

  日期：1999.4.1

  catalyst also leads to significant increases in the rate of reaction. The dithiin complex W(CO)sub 5}(ovr SSCHsub 2}CHdouble_bond}CHC}Hsub 2}) was isolated from the catalytic reactions and was structurally characterized. The dihydrodithiin is coordinated to the tungsten atom through one of its two sulfur atoms. This product was shown to be a species in the catalytic cycle. A mechanism involving a vinylthiirane

  已发现 W(CO)sub 5}(NCMe) 可将乙烯基硫杂环丙烷和一系列甲基取代的乙烯基硫杂环丙烷转化为一系列 3,6-二氢-1,2-二硫杂环丙烷化合物。需要两当量的乙烯基硫杂环丁烷，1 当量的丁二烯通过将其硫原子转移到第二个乙烯基硫杂环丁烷而形成，然后将其转化为二氢二硫杂环丁烷。使用乙烯基硫杂环丙烷作为催化剂，在 25°C 下以 15 转/小时的速度形成 3,6-二氢-1,2-二硫辛。该催化剂寿命长（在不损失活性的情况下已获得高达 2,000 次转换）并且对空气相对不敏感。乙烯基上的甲基取代基提高了反应速度，而硫杂环上的甲基取代基则大大减慢了反应速度。将膦配体引入催化剂也导致反应速率的显着增加。二噻英复合物 W(CO)sub 5}(ovr SSCHsub 2}CHdouble_bond}CHC}Hsub 2}) 从催化反应中分离出来并进行了结构表征。二氢二噻英通过其两个硫原子
• Piperidinium tetrathiotungstate as sulfur transfer reagent: synthesis of cyclic disulfides
  作者：Preeti Dhar、Nallaperumal Chidambaram、Srinivasan Chandrasekaran

  DOI：10.1021/jo00032a019

  日期：1992.3

  Piperidinium tetrathiotungstate has been found to react with a number of 1,n-dihalo compounds to afford the corresponding cyclic disulfides in good yields, under mild reaction conditions. This new methodology has been used as a key step in the synthesis of (+/-)-lipoic acid (35) and asparagusic acid (37).
• Dzhemilev, U. M.; Baibulatova, N. Z.; Tkachenko, T. K., Journal of Organic Chemistry USSR (English Translation), 1987, vol. 23, # 8, p. 1597 - 1598
  作者：Dzhemilev, U. M.、Baibulatova, N. Z.、Tkachenko, T. K.、Kunakova, R. V.

  DOI：——

  日期：——
• A New Route to Dihydrodithiins by a Catalytic Reaction of Vinylthiiranes with W(CO)₅(NCMe)
  作者：Richard D. Adams、Long、Joseph L. Perrin

  DOI：10.1021/ja973880z

  日期：1998.3.1
• DZHEMILEV, U. M.;BAJBULATOVA, N. Z.;TKACHENKO, T. K.;KUNAKOVA, R. V., ZH. ORGAN. XIMII, 23,(1987) N 8, 1793-1794
  作者：DZHEMILEV, U. M.、BAJBULATOVA, N. Z.、TKACHENKO, T. K.、KUNAKOVA, R. V.

  DOI：——

  日期：——