4-Phenyl-1,6-heptadiyn-4-ol | 41005-17-8

• 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: 4-Phenyl-1,6-heptadiyn-4-ol
• 英文别名: 4-Phenyl-hepta-1,6-diin-4-ol；4-phenylhepta-1,6-diyn-4-ol
• CAS: 41005-17-8
• 化学式: C₁₃H₁₂O
• 分子量: 184.238
• InChiKey: MLHZMXSVMYTJKE-UHFFFAOYSA-N

物化性质

• 沸点：
  317.6±37.0 °C(Predicted)
• 密度：
  1.079±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-Phenyl-1,6-heptadiyn-4-ol 在 硫酸 、 mercury(II) oxide 作用下， 生成 5-甲基-3-联苯醇
  参考文献：
  名称：

  Plouin,D.; Glenat,R., Bulletin de la Societe Chimique de France, 1975, p. 336 - 338

  摘要：

  DOI：
• 作为产物：
  描述：

  苯甲酰氯 、 3-溴丙炔 在 正丁基锂 、 四甲基乙二胺 作用下， 以 乙醚 、 正己烷 、 四氢呋喃 为溶剂， 反应 2.67h， 以57%的产率得到4-Phenyl-1,6-heptadiyn-4-ol
  参考文献：
  名称：

  A facile method for the preparation of bishomopropargylic alcohols from acyl chlorides

  摘要：

  Controlled dilithiation of propargyl bromide with two equivalents of n-butyllithium, in the presence of TMEDA, produces the operational equivalent of the dianion 1,3-dilithiopropyne. The latter reacts efficiently with acid chlorides to produce bishomopropargylic alcohols in a single step route and with high regioselectivity and moderate yields. (c) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.01.144

文献信息

• 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：——
• Click-Reaction Crosslinkable Multicomponent Silicone Compositions
  申请人：Ritter Stefan

  公开号：US20100029888A1

  公开（公告）日：2010-02-04

  Multicomponent silicone compositions which can be crosslinked via the click reaction and which, after mixing of the individual components, harden to give an elastomeric material contain: at least one compound (A) or (B), at least one compound (B) or (C), and at least one Cu catalyst (D), where (A) is an organic compound or an organosilicon compound which possesses at least two moieties having terminal aliphatic carbon-carbon triple bonds having terminally bonded hydrogen; (B) is an organic compound or an organosilicon compound which possesses at least two moieties having terminal aliphatic carbon-carbon triple bonds having terminally bonded hydrogen and simultaneously at least two moieties having carbon-bonded azide groups; (C) is an organic compound or an organosilicon compound which possesses at least two moieties having carbon-bonded azide groups.
• A facile method for the preparation of bishomopropargylic alcohols from acyl chlorides
  作者：Suhelen Vásquez、Jorge A. Cabezas

  DOI：10.1016/j.tetlet.2014.01.144

  日期：2014.3

  Controlled dilithiation of propargyl bromide with two equivalents of n-butyllithium, in the presence of TMEDA, produces the operational equivalent of the dianion 1,3-dilithiopropyne. The latter reacts efficiently with acid chlorides to produce bishomopropargylic alcohols in a single step route and with high regioselectivity and moderate yields. (c) 2014 Elsevier Ltd. All rights reserved.
• Plouin,D.; Glenat,R., Bulletin de la Societe Chimique de France, 1975, p. 336 - 338
  作者：Plouin,D.、Glenat,R.

  DOI：——

  日期：——