trans-7-phenylthio-2-heptene | 90493-76-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: trans-7-phenylthio-2-heptene
• 英文别名: [(E)-hept-5-enyl]sulfanylbenzene
• CAS: 90493-76-8
• 化学式: C₁₃H₁₈S
• 分子量: 206.352
• InChiKey: SMPBZZFZQURTAI-NSCUHMNNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.53
• 重原子数：
  14.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  trans-7-phenylthio-2-heptene 在 N-氯代丁二酰亚胺 、 sodium hydride 作用下， 以 四氯化碳 为溶剂， 反应 61.5h， 生成 trans-7,7-bis(phenylthio)-2-heptene
  参考文献：
  名称：

  Generation and intramolecular cyclization of α-phenylsulfenyl and α-alkylsulfenyl radicals

  摘要：

  alpha-Phenylsulfenyl radicals are generated by the reaction of diphenyl dithioacetals or phenyl alpha-chlorosulfides with tributyltin hydride. Alkyl phenyl dithioacetals react selectively with tributyltin hydride to give alpha-alkylsulfenyl radicals. 5-Exo-type of intramolecular cyclizations of these radicals are studied. The cyclization is most successful when the olefin is terminally substituted with an ester group. The cis/trans ratio of the cyclized product varies according to the reaction rates. With a faster cyclization, cis-isomer is the major product. A slower cyclization gives more trans-product. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00156-7
• 作为产物：
  描述：

  trans-5-hepten-1-ol 在 三乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 19.0h， 生成 trans-7-phenylthio-2-heptene
  参考文献：
  名称：

  Generation and intramolecular cyclization of α-phenylsulfenyl and α-alkylsulfenyl radicals

  摘要：

  alpha-Phenylsulfenyl radicals are generated by the reaction of diphenyl dithioacetals or phenyl alpha-chlorosulfides with tributyltin hydride. Alkyl phenyl dithioacetals react selectively with tributyltin hydride to give alpha-alkylsulfenyl radicals. 5-Exo-type of intramolecular cyclizations of these radicals are studied. The cyclization is most successful when the olefin is terminally substituted with an ester group. The cis/trans ratio of the cyclized product varies according to the reaction rates. With a faster cyclization, cis-isomer is the major product. A slower cyclization gives more trans-product. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00156-7

文献信息

• The study of intramolecular free radical cyclization of α-sulfenyl radical
  作者：Yeun-Min Tsai、Fu-Chang Chang、Jimin Huang、Chi-Lung Shiu

  DOI：10.1016/s0040-4039(01)93728-1

  日期：1989.1

  α-Sulfenyl radical can be generated from α-chlorosulfide or dithioacetal. The olefin substituent effect on the intramolecular radical cyclization of this type was studied.

  α-亚硫酰基可以由α-氯硫化物或二硫缩醛产生。研究了烯烃取代基对这种类型的分子内自由基环化的影响。
• A highly regio- and stereoselective synthesis of internal olefins via an elimination of trimethylstannyl group
  作者：Eigoro Murayama、Masahiro Uematsu、Hiroyuki Nishio、Tadashi Sato

  DOI：10.1016/s0040-4039(00)99871-x

  日期：1984.1

  Internal reaction of secondary alkyltin(IV) compounds having thionium ion gave internal trans olefins with high yield and regio- and stereoselectivity via 1,5- or 1,6-transfer of a hydride β to the trialkylstannyl group.

  具有硫鎓离子的仲烷基锡（IV）化合物的内部反应通过氢化物β向三烷基锡烷基的1，5-或1，6-转移，以高收率和区域和立体选择性得到内部反式烯烃。
• TSAI, YEUN-MIN;CHANG, FU-CHANG;HUANG, JIMIN;SHIU, CHI-LUNG, TETRAHEDRON LETT., 30,(1989) N6, C. 2121-2124
  作者：TSAI, YEUN-MIN、CHANG, FU-CHANG、HUANG, JIMIN、SHIU, CHI-LUNG

  DOI：——

  日期：——
• MURAYAMA, EIGORO;UEMATSU, MASAHIRO;NISHIO, HIROYUKI;SATO, TADASHI, TETRAHEDRON LETT., 1984, 25, N 3, 313-316
  作者：MURAYAMA, EIGORO、UEMATSU, MASAHIRO、NISHIO, HIROYUKI、SATO, TADASHI

  DOI：——

  日期：——
• MURAYAMA, EIGORO;KIKUCHI, TOSHIHIRO;NISHIO, HIROYUKI;UEMATSU, MASAHIRO;SA+, J. CHEM. SOC. JAP., CHEM. AND IND. CHEM., 1985, N 3, 350-361
  作者：MURAYAMA, EIGORO、KIKUCHI, TOSHIHIRO、NISHIO, HIROYUKI、UEMATSU, MASAHIRO、SA+

  DOI：——

  日期：——