3-(4-chlorophenyl)sulphonylpropyne | 51616-66-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-(4-chlorophenyl)sulphonylpropyne
• 英文别名: 1-Chloro-4-prop-2-ynylsulfonylbenzene
• CAS: 51616-66-1
• 化学式: C₉H₇ClO₂S
• 分子量: 214.672
• InChiKey: XILZSBPBINCXAD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  42.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(4-chlorophenyl)sulphonylpropyne 、 4-氯苯硫酚 在 三乙胺 作用下， 以 甲醇 为溶剂， 反应 1.75h， 以100%的产率得到1-chloro-4-[3-(4-chlorophenyl)sulfonylprop-1-en-2-ylsulfanyl]benzene
  参考文献：
  名称：

  Mass spectral rearrangements of 3-arylsulphonyl-2-arylthiopropenes andN-(4′-arylsulphonyl-2′-butynyl)-N-(4″-arylthio-2″-butynyl)anilines

  摘要：

  AbstractUnder electron impact the title compounds undergo skeletal rearrangement in addition to the anticipated modes of cleavage. The 3‐arylsulphonyl‐2‐arylthiopropenes readily eliminate sulphur dioxide. Other modes of fragmentation include rearrangement to a bisaryl sulphide moiety and sulphone‐sulphinate rearrangement. The formation of a bisaryl sulphide ion is analogous to the behaviour of the isomeric trans‐1‐arylsulphonyl‐2‐arylthiopropenes. N‐(4′‐Arylsulphonyl‐2′‐butynyl)‐N‐(4″‐arylthio‐2″‐butynyl) anilines do not undergo any of the skeletal rearrangements mentioned above, but display the concerted loss of the arylsulphonyl and arylthio moieties. Similar eliminations have been observed from the analogous bis‐sulphides and bis‐sulphones.

  DOI：

  10.1002/oms.1210200404
• 作为产物：
  描述：

  p-Chlor-phenyl-2-propinyl-sulfid 在 双氧水 作用下， 以 乙醚 、 溶剂黄146 为溶剂， 反应 3.0h， 以85%的产率得到3-(4-chlorophenyl)sulphonylpropyne
  参考文献：
  名称：

  Mass spectral rearrangements of 3-arylsulphonyl-2-arylthiopropenes andN-(4′-arylsulphonyl-2′-butynyl)-N-(4″-arylthio-2″-butynyl)anilines

  摘要：

  AbstractUnder electron impact the title compounds undergo skeletal rearrangement in addition to the anticipated modes of cleavage. The 3‐arylsulphonyl‐2‐arylthiopropenes readily eliminate sulphur dioxide. Other modes of fragmentation include rearrangement to a bisaryl sulphide moiety and sulphone‐sulphinate rearrangement. The formation of a bisaryl sulphide ion is analogous to the behaviour of the isomeric trans‐1‐arylsulphonyl‐2‐arylthiopropenes. N‐(4′‐Arylsulphonyl‐2′‐butynyl)‐N‐(4″‐arylthio‐2″‐butynyl) anilines do not undergo any of the skeletal rearrangements mentioned above, but display the concerted loss of the arylsulphonyl and arylthio moieties. Similar eliminations have been observed from the analogous bis‐sulphides and bis‐sulphones.

  DOI：

  10.1002/oms.1210200404

文献信息

• Homolytic displacement at carbon: First example of α-attack in the allenyl and propargyl cobaloximes
  作者：B.D. Gupta、Sujit Roy

  DOI：10.1016/s0040-4039(00)85094-7

  日期：1986.1

  The reactions of allenyl and propargyl cobaloximes with organosulphonyl chlorides under anaerobic and photochemical conditions form sulphones by a novel homolytic attack at the α carbon to the metal.

  在厌氧和光化学条件下，烯丙基和炔丙基钴肟与有机磺酰氯的反应通过在α碳上对金属的新型均相攻击而形成了砜。
• Gupta, B. Dass; Roy, Sujit, Journal of the Chemical Society. Perkin transactions II, 1988, p. 1377 - 1384
  作者：Gupta, B. Dass、Roy, Sujit

  DOI：——

  日期：——
• US4559082A
  申请人：——

  公开号：US4559082A

  公开（公告）日：1985-12-17
• Mass spectral rearrangements of 3-arylsulphonyl-2-arylthiopropenes andN-(4′-arylsulphonyl-2′-butynyl)-N-(4″-arylthio-2″-butynyl)anilines
  作者：P. E. Glaspy、R. A. Hancock、B. S. Thyagarajan

  DOI：10.1002/oms.1210200404

  日期：1985.4

  AbstractUnder electron impact the title compounds undergo skeletal rearrangement in addition to the anticipated modes of cleavage. The 3‐arylsulphonyl‐2‐arylthiopropenes readily eliminate sulphur dioxide. Other modes of fragmentation include rearrangement to a bisaryl sulphide moiety and sulphone‐sulphinate rearrangement. The formation of a bisaryl sulphide ion is analogous to the behaviour of the isomeric trans‐1‐arylsulphonyl‐2‐arylthiopropenes. N‐(4′‐Arylsulphonyl‐2′‐butynyl)‐N‐(4″‐arylthio‐2″‐butynyl) anilines do not undergo any of the skeletal rearrangements mentioned above, but display the concerted loss of the arylsulphonyl and arylthio moieties. Similar eliminations have been observed from the analogous bis‐sulphides and bis‐sulphones.