2-chloro-3-phenylthiopropan-1-ol | 144363-38-2

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-chloro-3-phenylthiopropan-1-ol
• 英文别名: 2-Chloro-3-phenylsulfanylpropan-1-ol
• CAS: 144363-38-2
• 化学式: C₉H₁₁ClOS
• 分子量: 202.705
• InChiKey: RZUFTQGAIDKOCY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  45.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-chloro-3-phenylthiopropan-1-ol 在 间氯过氧苯甲酸 作用下， 生成 3-benzenesulfonyl-2-chloropropan-1-ol
  参考文献：
  名称：

  Palladium- and light-enhanced ring-opening of oxiranes by copper chloride

  摘要：

  The yields of chlorohydrins formed by cleavage of epoxides by CuCl2 is increased in the presence of small amounts of PdCl2(MeCN)2. The conversion drops dramatically on carrying out the reaction in the dark. The regiochemistry of the ring-opening is sensitive to the nature of the substituents.

  DOI：

  10.1016/0022-328x(92)80158-t
• 作为产物：
  描述：

  2-(苯基磺酰基-甲基)-环氧乙烷 在 双(乙腈)氯化钯(II) 、 air 、 copper dichloride 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 以92%的产率得到2-chloro-3-phenylthiopropan-1-ol
  参考文献：
  名称：

  Palladium- and light-enhanced ring-opening of oxiranes by copper chloride

  摘要：

  The yields of chlorohydrins formed by cleavage of epoxides by CuCl2 is increased in the presence of small amounts of PdCl2(MeCN)2. The conversion drops dramatically on carrying out the reaction in the dark. The regiochemistry of the ring-opening is sensitive to the nature of the substituents.

  DOI：

  10.1016/0022-328x(92)80158-t

文献信息

• Intramoleculer arylsulphoetherificatiom and lactonization of unsaturated alcohols and carboxylic acids initiated by anodic oxidation of disulphides
  作者：Sabine Töteberg-Kaulen、Eberhard Steckhan

  DOI：10.1016/s0040-4020(01)86141-x

  日期：1988.1

  disulphides. The reaction can either be initiated by indirect electrochemical oxidation of diphenyldisulphide using bromide as redox catalyst or preferably by direct anodic oxidation of bis(4-methoxyphenyl) disulphide. 5- and 6-membered thioaryl substituted ethers and lactones thus may be generated starting preferably from mono or disubatituted alkenols and alkenoic acids. The reaction occurs as a trans-addition

  烯醇和链烯酸的分子内磺基醚化或磺基内酯化可通过添加由二硫化物开始的电化学生成的亚磺酰基阳离子来引发。该反应可以通过使用溴化物作为氧化还原催化剂的二苯基二硫化物的间接电化学氧化来引发，或者优选通过双（4-甲氧基苯基）二硫化物的直接阳极氧化来引发。因此，优选从单或二取代的链烯醇和链烯酸开始，生成5-和6​​-元硫代芳基取代的醚和内酯。该反应作为双键的反式加成而发生，而对于环内双键，新环被顺式退火。
• Palladium- and light-enhanced ring-opening of oxiranes by copper chloride
  作者：Jacques Muzart、Abdelkhalek Riahi

  DOI：10.1016/0022-328x(92)80158-t

  日期：1992.7

  The yields of chlorohydrins formed by cleavage of epoxides by CuCl2 is increased in the presence of small amounts of PdCl2(MeCN)2. The conversion drops dramatically on carrying out the reaction in the dark. The regiochemistry of the ring-opening is sensitive to the nature of the substituents.