1-hexylthio-2-(2,4,6-trimethylphenyl)ethyne | 1015423-95-6

• 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-hexylthio-2-(2,4,6-trimethylphenyl)ethyne
• 英文别名: 2-(2-Hexylsulfanylethynyl)-1,3,5-trimethylbenzene；2-(2-hexylsulfanylethynyl)-1,3,5-trimethylbenzene
• CAS: 1015423-95-6
• 化学式: C₁₇H₂₄S
• 分子量: 260.444
• InChiKey: IPKMTGGKFWGIHS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-hexylthio-2-(2,4,6-trimethylphenyl)ethyne 在 Rh(H)(PEt₃)₃ 二苯基甲氧基膦 作用下， 以 丙酮 为溶剂， 反应 12.0h， 以56%的产率得到1,4-dimesitylbuta-1,3-diyne
  参考文献：
  名称：

  Two types of rhodium-catalyzed CS/CS metathesis reactions: formation of CS/CS bonds and CC/SS bonds

  摘要：

  A rhodium complex catalyzes two types of single bond metathesis reactions of two CS bonds depending on the added ligand: CS/CS to CS/CS metathesis and CS/CS to CC/SS metathesis. In the presence of a catalytic amount of RhH(PPh3)(4) and 1,1 '-bis(diphenylphosphino)ferrocene (dppf), two 1-alkylthioalkynes exchange alkylthio groups to give equilibrium mixtures of four 1-alkylthioalkynes. When tris(p-methoxyphenyl)phosphine or diphenylmethylphosphine is used, 1,3-butadiynes are obtained. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.01.040

文献信息

• Direct transformation of organosulfur compounds to organophosphorus compounds: rhodium-catalyzed synthesis of 1-alkynylphosphine sulfides and acylphosphine sulfides
  作者：Mieko Arisawa、Takuya Watanabe、Masahiko Yamaguchi

  DOI：10.1016/j.tetlet.2011.02.112

  日期：2011.5

  A rhodium-catalyzed method for the synthesis of organophosphorus compounds directly from organosulfur compounds was developed. In the presence of RhH(PPh3)4 and depe, the reaction of 1-alkylthioalkynes with tetraethyldiphosphine disulfide gave 1-alkynylphosphine sulfides. The same complex catalyzed the reaction of thioesters giving acylphosphine sulfides.

  开发了一种铑催化的直接从有机硫化合物合成有机磷化合物的方法。在RhH（PPh 3）4和depe的存在下，1-烷硫基炔烃与四乙基二膦二硫化物的反应得到1-炔基膦硫化物。相同的配合物催化硫代酯的反应，得到酰基膦硫化物。
• Rhodium-catalyzed carbothiolation reaction of 1-alkylthio-1-alkynes
  作者：Mieko Arisawa、Yui Igarashi、Yoko Tagami、Masahiko Yamaguchi、Chizuko Kabuto

  DOI：10.1016/j.tetlet.2010.12.065

  日期：2011.2

  A rhodium complex derived from RhH(PPh(3))(4) and Me(2)PhP catalyzed the carbothiolation reaction of 1-alkylthio-1-alkynes and 1,4-diaryl-1,3-butadiynes giving (Z)-4-alkylthio-4-aryl-3-arylethynyl-3-buten-1-ynes. Terminal alkynes such as 1-decyne and (t-butylthio)acetylene underwent the carbothiolation reaction using a RhH(PPh(3))(4)-dppb catalyst. The reactions proceeded via cis-addition with C-C bond formation at the less hindered acetylene carbon. (C) 2011 Published by Elsevier Ltd.
• Two types of rhodium-catalyzed CS/CS metathesis reactions: formation of CS/CS bonds and CC/SS bonds
  作者：Mieko Arisawa、Yoko Tagami、Masahiko Yamaguchi

  DOI：10.1016/j.tetlet.2008.01.040

  日期：2008.3

  A rhodium complex catalyzes two types of single bond metathesis reactions of two CS bonds depending on the added ligand: CS/CS to CS/CS metathesis and CS/CS to CC/SS metathesis. In the presence of a catalytic amount of RhH(PPh3)(4) and 1,1 '-bis(diphenylphosphino)ferrocene (dppf), two 1-alkylthioalkynes exchange alkylthio groups to give equilibrium mixtures of four 1-alkylthioalkynes. When tris(p-methoxyphenyl)phosphine or diphenylmethylphosphine is used, 1,3-butadiynes are obtained. (c) 2008 Elsevier Ltd. All rights reserved.