(+)-(S)-4-methyl-1-hexyne | 2695-49-0

• 分子结构分类: 有机化合物 - 乙炔化物
• 英文名称: (+)-(S)-4-methyl-1-hexyne
• 英文别名: (+)-(5)-4-Methyl-hex-1-in；(S)-4-methyl-hex-1-yne；(S)-4-Methyl-1-hexyne；(4S)-4-methylhex-1-yne
• CAS: 2695-49-0
• 化学式: C₇H₁₂
• 分子量: 96.1723
• InChiKey: YFZSGTDENCTWGW-ZETCQYMHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  7
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  (+)-(S)-4-methyl-1-hexyne 在 硫酸 、 mercury(II) sulfate 作用下， 以 溶剂黄146 为溶剂， 生成 (S)-4-methyl-2-hexanone
  参考文献：
  名称：

  Synthesis of Some 1-Alkynes Containing an Optically Active sec-Butyl Group

  摘要：

  DOI：

  10.1021/jo01343a053
• 作为产物：
  描述：

  (+)-(4S)-1,2-Dibrom-4-methyl-hexan 在 sodium amide 作用下， 生成 (+)-(S)-4-methyl-1-hexyne
  参考文献：
  名称：

  Synthesis of Some 1-Alkynes Containing an Optically Active sec-Butyl Group

  摘要：

  DOI：

  10.1021/jo01343a053

文献信息

• Silylformylation of Chiral 1-Alkynes, Catalysed by Solvated Rhodium Atoms
  作者：Laura Antonella Aronica、Silvia Terreni、Anna Maria Caporusso、Piero Salvadori

  DOI：10.1002/1099-0690(200111)2001:22<4321::aid-ejoc4321>3.0.co;2-t

  日期：2001.11

  Solvated rhodium atoms, prepared by the metal vapour synthesis technique, promote the silylformylaton reaction of variously substituted alkynes (RRCH)-R-1-C-2(CH2)(n)C equivalent to CH, with catalytic activities comparable with and even higher than more common species such as Rh-4(CO)(12). Z-Silylalkenals are exclusively formed in high yields (60-95%) indicating syn addition both of CO and of the silane (Me2PhSiH) to the triple bond, The chemoselectivity of the process (silylformylation vs. hydrosilylation) is highly affected by the amount of catalyst employed (mmol of Rh species with respect to the alkyne reagent), by the steric requirements of the acetylenic substrates and by the hydrosilane/alkyne molar ratio. When optically active acetylenes are treated in the presence of Me2PhSiH under carbon monoxide pressure, the silylformylation reaction occurs with total retention of stereochemistry of the stereogenic centre, even if it is at the alpha -position of the unsaturated moiety, to afford enantiomerically enriched beta -silylalkenals.