1-Hept-1-ynylsulfinyl-4-methylbenzene | 319913-64-9

• 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: 1-Hept-1-ynylsulfinyl-4-methylbenzene
• CAS: 319913-64-9
• 化学式: C₁₄H₁₈OS
• 分子量: 234.362
• InChiKey: YDHTZLBMWRBOMT-UHFFFAOYSA-N

物化性质

• 沸点：
  368.9±35.0 °C(Predicted)
• 密度：
  1.09±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  36.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-Hept-1-ynylsulfinyl-4-methylbenzene 在 Schwartz's reagent 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 31.0h， 以70%的产率得到1-[((Z)-Hept-1-ene)-1-sulfinyl]-4-methyl-benzene
  参考文献：
  名称：

  Hydrozirconation of Alkynyl Sulfoxides: the Reactions of Zirconated Vinyl Sulfoxide Intermediates

  摘要：

  DOI：

  10.1016/s0040-4020(00)00843-7
• 作为产物：
  描述：

  1-heptyn-1-yl p-tolyl sulfide 在 吡啶 、 三氯异氰尿酸 、 苯甲酸 作用下， 以 二氯甲烷 、 水 、 乙腈 为溶剂， 反应 0.5h， 以93%的产率得到1-Hept-1-ynylsulfinyl-4-methylbenzene
  参考文献：
  名称：

  A SELECTIVE AND CONVENIENT OXIDATION OF ACETYLENIC SULFIDES TO ACETYLENIC SULFOXIDES USING TRICHLOROISOCYANURIC ACID

  摘要：

  Acetylenic sulfides are readily oxidized to acetylenic sulfoxides by a solution of pyridine, water, benzoic acid and trichloroisocyanuric acid in acetonitrile and methylene chloride.

  DOI：

  10.1081/scc-120001999

文献信息

• Studies on Hydrozirconation of 1-Alkynyl Sulfoxides or Sulfones and the Application for the Synthesis of Stereodefined Vinyl Sulfoxides or Sulfones
  作者：Xian Huang、Dehui Duan、Weixin Zheng

  DOI：10.1021/jo0111154

  日期：2003.3.1

  Z-beta-sulfonyl alpha,beta-unsaturated ketones, and Z-beta-alkynyl vinyl sulfones. Although the reaction mechanisms are still not clear, the neighboring group participation of the sulfinyl or sulfonyl group may be playing an important role in this unique hydrozirconation reaction.

  1-炔基亚砜或砜与Cp2Zr（H）Cl在室温下的氢化锆反应主要得到具有良好区域选择性的Z-β-锆化乙烯基亚砜或砜。与1-炔基亚砜相比，1-炔基砜的加氢锆反应显示出巨大的合成潜力，从而可有效制备Z-β-卤代砜，Z-β-磺酰基α，β-不饱和酮和Z-β-炔基乙烯基砜。尽管反应机理仍不清楚，但是亚磺酰基或磺酰基的相邻基团的参与可能在这种独特的加氢锆反应中起重要作用。
• Hydrotelluration and carbotelluration of acetylenic sulfoxides: regio- and stereoselective preparation of α- and β-organotellurovinyl sulfoxides
  作者：Qing Xu、Xian Huang、Jun Ni

  DOI：10.1016/j.tetlet.2004.02.064

  日期：2004.3

  (Z)-beta-Organotellurovinyl sulfoxides were synthesized via a highly regio- and stereoselective anti-hydrotelluration of acetylenic sulfoxides. alpha-Organotellurovinyl sulfoxides were obtained from a three component syn-carbotelluration reaction of acetylenic sulfoxides, that is, syn-addition of monoorganocopper reagents to acetylenic sulfoxides followed by the electrophilic reaction of the vinyl copper intermediates with benzenetellurenyl iodide at low temperature. Synthetic applications of the organotellurovinyl sulfoxides have been investigated. (C) 2004 Elsevier Ltd. All rights reserved.
• cis -Carbocuperation of acetylenic sulfoxides and corresponding applications in the regio- and stereoselective synthesis of polysubstituted vinyl sulfoxides
  作者：Qing Xu、Xian Huang

  DOI：10.1016/j.tetlet.2004.05.141

  日期：2004.7

  cis-Carbocuperation reaction of monoorganocopper reagent with acetylenic sulfoxides, followed by electrophilic reaction with a variety of electrophiles, provided a regio- and stereoselective method to prepare the versatile polysubstituted vinyl sulfoxides. Sonogashira cross-coupling reaction of the obtained alpha-iodovinyl sulfoxides with terminal acetylenes was also investigated to afford the versatile conjugate sulfinyl enynes. (C) 2004 Elsevier Ltd. All rights reserved.
• A SELECTIVE AND CONVENIENT OXIDATION OF ACETYLENIC SULFIDES TO ACETYLENIC SULFOXIDES USING TRICHLOROISOCYANURIC ACID
  作者：Ping Zhong、Meng-Ping Guo、Nan-Ping Huang

  DOI：10.1081/scc-120001999

  日期：2002.1

  Acetylenic sulfides are readily oxidized to acetylenic sulfoxides by a solution of pyridine, water, benzoic acid and trichloroisocyanuric acid in acetonitrile and methylene chloride.
• Hydrozirconation of Alkynyl Sulfoxides: the Reactions of Zirconated Vinyl Sulfoxide Intermediates
  作者：Ping Zhong、Xian Huang、Meng Ping-Guo

  DOI：10.1016/s0040-4020(00)00843-7

  日期：2000.11