Di(2-chloro-2-phenylethyl) sulfide | 29713-21-1

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: Di(2-chloro-2-phenylethyl) sulfide
• 英文别名: bis-(β-chloro-phenethyl)-sulfide；β.β'-Dichlor-β.β'-diphenyl-diaethylsulfid；Bis-(β-chlor-phenaethyl)-sulfid；[1-chloro-2-(2-chloro-2-phenylethyl)sulfanylethyl]benzene
• CAS: 29713-21-1
• 化学式: C₁₆H₁₆Cl₂S
• 分子量: 311.275
• InChiKey: MGLBJPXSLJNFAG-UHFFFAOYSA-N

物化性质

• 沸点：
  444.5±45.0 °C(Predicted)
• 密度：
  1.224±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  Di(2-chloro-2-phenylethyl) sulfide 在 silica gel 作用下， 以 正己烷 、 苯 为溶剂， 反应 1.0h， 生成 2,2'-硫烷二基二(1-苯乙醇)
  参考文献：
  名称：

  Silica Gel-promoted Synthesis of 1,4-Oxa-thiane Derivatives from b,b'-Dichloro Sulfides

  摘要：

  DOI：

  10.3987/com-97-s(n)50
• 作为产物：
  描述：

  苯乙烯 在 二氯化二硫 作用下， 生成 Di(2-chloro-2-phenylethyl) sulfide
  参考文献：
  名称：

  Pope; Smith, Journal of the Chemical Society, 1922, vol. 121, p. 1168

  摘要：

  DOI：

文献信息

• Silica gel-promoted synthesis of 3,4,5-triaryltetrahydro-1,4-thiazine derivatives from β,β′-dichloro sulfides and aromatic amines
  作者：Masatoshi Mihara、Takatoshi Ito、Yoshio Ishino、Yoji Oderaotoshi、Satoshi Minakata、Mitsuo Komatsu

  DOI：10.1016/j.tetlet.2005.09.119

  日期：2005.11

  A novel and efficient synthesis of 3,4,5-triaryltetrahydro-1,4-thiazine derivatives by treatment of β,β′-dichloro sulfides, 2:1 adducts of alkenes and sulfur dichloride, with aromatic amines in the presence of silica gel is described. The silica gel can be easily recovered and reused in up to four consecutive reactions without any significant decrease in product yield.

  在硅胶存在下，通过芳香族胺处理β，β'-二氯硫化物，烯烃与二氯化硫的2：1加合物，新颖高效地合成3,4,5-三芳基四氢-1,4-噻嗪衍生物描述。硅胶可以轻松回收并在多达四个连续反应中重复使用，而产物收率没有任何显着降低。
• Preparative procedure of dihalosulfenylation: Thiobisamines addition to unsaturated compounds in the presence of phosphorus oxyhalides and halides
  作者：N. V. Zyk、E. K. Beloglazkina、S. Z. Vatsadze、I. D. Titanyuk、Yu. A. Dubinskaya

  DOI：10.1007/bf02757433

  日期：2000.6

  A new synthetic method was developed for beta,beta'-dihaloalkyl sulfides (halogen chlorine or bromine) by reaction of thiobisamines with olefins and alkynes in the presence of the appropriate phosphorus halides. The reaction proceeds along electrophilic mechanism affording trans-addition products. The highest yields of the target products were obtained at POBr3 or POCl3 application.
• ——
  作者：I. V. Bodrikov、A. A. Sazhin、I. Yu. Shebelova、A. Yu. Subbotin、T. V. Rybalova、Yu. V. Gatilov、V. A. Barkhash

  DOI：10.1023/a:1020933005986

  日期：——

  In reaction of unsaturated compounds with sulfur dichloride in the presence of dimethyl sulfide radically new induced directions are realized: the reagent is involved as dimer or trimer (formation of di- and trisulfides). Alongside this process a conjugate chlorination occurred with participation of external nucleophiles, dimethyl sulfide and acetonitrile, furnishing sulfonium chlorides and N-substituted acetamides respectively. The relative importance of these alternative reactions depends on solvent, alkene structure, and order of reagents addition.
• Bodrikov, I. V.; Shebelova, I. Yu.; Gatilov, Yu. V., Russian Journal of Organic Chemistry, 1993, vol. 29, # 5.2, p. 889 - 890
  作者：Bodrikov, I. V.、Shebelova, I. Yu.、Gatilov, Yu. V.、Korchagina, D. V.、Tatarova, L. E.、et al.

  DOI：——

  日期：——