4-Methyl-1,6-heptadiyn-4-ol | 41005-07-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-Methyl-1,6-heptadiyn-4-ol
• 英文别名: 4-methyl-hepta-1,6-diyn-4-ol；4-Methyl-hepta-1,6-diin-4-ol；4-Methyl-hepta-1.6-diin-4-ol；1,6-Heptadiyn-4-ol, 4-methyl-；4-methylhepta-1,6-diyn-4-ol
• CAS: 41005-07-6
• 化学式: C₈H₁₀O
• 分子量: 122.167
• InChiKey: RBMPDLGORLFXHH-UHFFFAOYSA-N

物化性质

• 沸点：
  68 °C(Press: 16 Torr)
• 密度：
  0.944 g/cm3(Temp: 17 °C)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  3-溴丙炔 在 乙醚 、 mercury dichloride 作用下， 生成 4-Methyl-1,6-heptadiyn-4-ol
  参考文献：
  名称：

  Gaudemar, Annales de Chimie (Cachan, France), 1956, vol. <13>1, p. 161,184,186

  摘要：

  DOI：

文献信息

• Synthèse stéréospécifique récurrente de structures apparentées à celle de l'hormone juvénile de Hyalophora cecropia
  作者：C. Chuit、G. Cahiez、J. Normant、J. Villieras

  DOI：10.1016/0040-4020(76)85157-5

  日期：1976.1

  A stereospecific synthesis of Hyalophora cecropia juvenile hormone analogs is proposed. The three double bonds are obtained successively by addition of an alkyl copper reagent to the apporpriate 1-alkyne.

  提出了立体透明丝透明质酸少年激素类似物的立体定向合成。通过将烷基铜试剂添加到适当的1-炔烃中来连续获得三个双键。
• Organoboranes for Synthesis. 15. B-Allenyl-9-BBN: A Highly Regiospecific and Chemoselective Reagent for Allenylboration of Representative Carbonyl Compounds, Leading to Homopropargylic Alcohols and Amines
  作者：Herbert C. Brown、Uday R. Khire、Gowriswari Narla、Uday S. Racherla

  DOI：10.1021/jo00108a014

  日期：1995.2

  Reactions of B-allenyl-9-BBN (11) with representative carbonyl compounds, such as aldehydes, ketones, acid chlorides, carboxylic acid esters, and imines, proceed cleanly with the allenyl moiety undergoing transfer to the carbonyl or imine carbon, with allenic to propargylic rearrangement, and the boron moiety to the carbonyl oxygen or imine nitrogen. A simple oxidation with alkaline hydrogen peroxide results in the formation of the corresponding homopropargylic alcohols and amines in excellent yields. Aldehydes, ketones, and imines react in a 1:1 stoichiometry, while acid chlorides and carboxylic acid esters react with 2 equiv of the reagent. The relative reactivities of representative aldehydes, ketones, and esters toward 11 were also explored. Besides being highly regiospecific, the reagent 11 also possesses a remarkable chemoselectivity. B-Allenyl-9-BBN can distinguish between less and more sterically hindered aldehydes, ketones, and esters, making possible the clean and selective propargylboration of a desired carbonyl group in complex organic molecules containing less reactive functional groups.
• Plouin,D.; Glenat,R., Bulletin de la Societe Chimique de France, 1973, p. 737 - 742
  作者：Plouin,D.、Glenat,R.

  DOI：——

  日期：——
• Gaudemar, Annales de Chimie (Cachan, France), 1956, vol. <13>1, p. 161,184,186
  作者：Gaudemar

  DOI：——

  日期：——