(4-chloro-phenylsulfanylmethyl)-oxirane | 5296-23-1

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: (4-chloro-phenylsulfanylmethyl)-oxirane
• 英文别名: 1-chloro-4-(2,3-epoxy-propylsulfanyl)-benzene；1-Chlor-4-(2,3-epoxy-propylmercapto)-benzol；3-(4'-chlorophenylmercapto)-1,2-epoxypropane；1-(p-Chlorphenylthio)-2,3-epoxypropan；1-(4-Cl-Phenylthio)-2,3-epoxypropan；2-[(4-Chlorophenyl)sulfanylmethyl]oxirane
• CAS: 5296-23-1
• 化学式: C₉H₉ClOS
• 分子量: 200.689
• InChiKey: GOLBZWJZSUDMKP-UHFFFAOYSA-N

物化性质

• 沸点：
  132-137 °C(Press: 3 Torr)
• 密度：
  1.2747 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  37.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (4-chloro-phenylsulfanylmethyl)-oxirane 在 sodium azide 、 samarium(III) chloride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以90%的产率得到1-azido-3-((4-chlorophenyl)thio)propan-2-ol
  参考文献：
  名称：

  High Yield Regioselective Ring Opening of Epoxides Using Samarium Chloride Hexahydrate

  摘要：

  Epoxides were converted to the corresponding beta-azidohydrins and beta-iodohydrins using SmCl3.6H(2)O/NaN3 in DMF and SMCl3.6H(2)O/ NaI in acetonitrile respectively. The reactions were highly regioselective, efficient, and gave excellent yields under mild and neutral conditions.

  DOI：

  10.1081/scc-120018790
• 作为产物：
  描述：

  4-氯苯硫酚 、 环氧氯丙烷 在 sodium hydroxide 作用下， 以 四氢呋喃 为溶剂， 生成 (4-chloro-phenylsulfanylmethyl)-oxirane
  参考文献：
  名称：

  从环氧乙烷简单合成 β-乙酰氧基硫氰酸酯

  摘要：

  摘要描述了一种方便且简单的方法，该方法通过相应的环氧乙烷与硫氰酸根阴离子的区域选择性开环然后乙酰化来制备以前未知的 β-乙酰氧基硫氰酸盐。该方法的优点是反应时间更短、产物产率更高且易于处理。

  DOI：

  10.1080/00397911.2010.494817

文献信息

• Substituted propanol-(2)-derivatives and their nicotinic acid esters,
  申请人：Klinge Pharma GmbH & Co.

  公开号：US04073935A1

  公开（公告）日：1978-02-14

  New 1,3-disubstituted propanol-(2) derivatives and their nicotinic acid esters of the general formula ##STR1## and their therapeutically acceptable salts, processes for preparing the same and the use thereof and pharmaceutical preparations containing the same for the treatment of hyperlipemia.

  新的1,3-二取代丙醇-(2)衍生物及其一般公式为##STR1##的烟酸酯和其治疗上可接受的盐，其制备方法及其用途以及含有它们的用于治疗高脂血症的药物制剂。
• Simple Synthesis of <font>β</font>-Acetoxy Thiocyanates from Oxiranes
  作者：Edyta Łukowska-Chojnacka、Jan Plenkiewicz

  DOI：10.1080/00397911.2010.494817

  日期：2011.7.1

  Abstract A convenient and simple method for the preparation of previously unknown β-acetoxy thiocyanates by regioselective ring opening of the corresponding oxiranes with thiocyanate anion followed by acetylation is described. The shorter reaction times, better yields of the products, and easy workup are the advantages of this methodology.

  摘要描述了一种方便且简单的方法，该方法通过相应的环氧乙烷与硫氰酸根阴离子的区域选择性开环然后乙酰化来制备以前未知的 β-乙酰氧基硫氰酸盐。该方法的优点是反应时间更短、产物产率更高且易于处理。
• Chemo-enzymatic preparation of optically active thiiranes
  作者：Edyta Łukowska、Jan Plenkiewicz

  DOI：10.1016/j.tetasy.2007.01.024

  日期：2007.3

  A simple method for the preparation of optically active 2-(arylsulfanylmethyl)thiiranes and 2-(aryloxymethyl)thiiranes from the corresponding 3-thiocyanatopropan-2-ols and their acetates was developed. The starting enantiomerically enriched β-thiocyanatoalcohols and the acetates were obtained by a lipase-catalyzed hydrolysis of the appropriate racemic acetates.

  开发了一种由相应的3-硫氰酸根合丙烷-2-醇及其乙酸酯制备旋光的2-（芳基硫烷基甲基）噻喃和2-（芳氧基甲基）硫烷的简单方法。起始的对映异构体富集的β-硫氰酸根合醇和乙酸酯是通过脂肪酶催化的适当外消旋乙酸酯的水解而获得的。
• Antistatic resin composition
  申请人：DAISO CO., LTD.

  公开号：EP0605937A1

  公开（公告）日：1994-07-13

  A resin composition is provided which comprises (A) 100 parts by weight of an ABS graft copolymer composed of an acrylonitrile compound and a vinyl aromatic compound in a weight ratio of 10:90 to 50:50, and (B) 5 to 30 parts by weight of an ethylene oxide copolymer admixed with the ABS graft copolymer and containing at least 50 wt. % of ethylene oxide, the ethylene oxide copolymer having a refractive index (nD²⁰) of at least 1.50. The composition, which has antistatic properties, is useful for injection molding to give moldings having an excellent surface appearance.

  提供了一种树脂组合物，它包括：(A) 100 重量份的 ABS 接枝共聚物，该共聚物由丙烯腈化合物和乙烯基芳香族化合物组成，重量比为 10:90 至 50:50；(B) 5 至 30 重量份的环氧乙烷共聚物，该共聚物与 ABS 接枝共聚物混合并含有至少 50 重量份的环氧乙烷，环氧乙烷共聚物的折射率（nD²⁰）至少为 1.50。该组合物具有抗静电特性，可用于注塑成型，使成型品具有极佳的表面外观。
• High Yield Regioselective Ring Opening of Epoxides Using Samarium Chloride Hexahydrate
  作者：Kankan Bhaumik、Umesh W. Mali、K. G. Akamanchi

  DOI：10.1081/scc-120018790

  日期：2003.1.5

  Epoxides were converted to the corresponding beta-azidohydrins and beta-iodohydrins using SmCl3.6H(2)O/NaN3 in DMF and SMCl3.6H(2)O/ NaI in acetonitrile respectively. The reactions were highly regioselective, efficient, and gave excellent yields under mild and neutral conditions.