3,3-dimethyl-5-phenylpent-1-en-4-yne | 34600-27-6

• 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: 3,3-dimethyl-5-phenylpent-1-en-4-yne
• 英文别名: 3,3-Dimethylpent-4-en-1-ynylbenzene
• CAS: 34600-27-6
• 化学式: C₁₃H₁₄
• 分子量: 170.254
• InChiKey: TYYVDYNYZCBOLU-UHFFFAOYSA-N

物化性质

• 沸点：
  244.7±19.0 °C(Predicted)
• 密度：
  0.92±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  13
• 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：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  苯基乙炔基三甲基硅烷 、 1-氯-3-甲基-2-丁烯 在 potassium fluoride 、 copper(I) bromide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 以11%的产率得到3,3-dimethyl-5-phenylpent-1-en-4-yne
  参考文献：
  名称：

  Komissarova; Aleksandrova; Stadnichuk, Russian Journal of General Chemistry, 1997, vol. 67, # 3, p. 412 - 416

  摘要：

  DOI：

文献信息

• Copper(I) and phase transfer catalyzed allylation of alkynes
  作者：Vladimir V. Grushin、Howard Alper

  DOI：10.1021/jo00033a055

  日期：1992.3
• Nickel-catalyzed cross-coupling reaction of allyl halides with alkynyltins
  作者：Dong-Mei Cui、Naoko Hashimoto、Shin-ichi Ikeda、Yoshiro Sato

  DOI：10.1021/jo00123a006

  日期：1995.9

  A cross-coupling reaction of allyl halides 1 with alkynyltins 3 in the presence of ''Ni(PR(3))(n)'' (R = Ph, Oft, or OPh) catalyst was carried out in THF at reflux to give 1,4-enynes, The regioselectivity of the coupling of 1f-i with 3a was investigated in the presence of various phosphorus ligands. Interestingly, prenyl (1j) and geranyl chlorides (1k) selectively reacted with 3 at the more-hindered positions of substituted eta(3)-allylnickel intermediates 21 (M = Ni) to yield 23 and 25, respectively. Regioselectivity in these reactions may result from greater steric crowding between the phosphorus ligand and the disubstituted position in 26b than in 26a. In contrast, the palladium-catalyzed reactions of 1j and 1k with 3 selectively gave 22 and 24, respectively. Thus, the steric crowding in a Pd analogue of 26b is less than that in a Ni analogue of 26b, since Pd has a larger covalent radius than Ni.
• Matveeva; Yerin; Kurts, Russian Journal of Organic Chemistry, 2000, vol. 36, # 11, p. 1572 - 1576
  作者：Matveeva、Yerin、Kurts

  DOI：——

  日期：——
• Klein,J. et al., Israel Journal of Chemistry, 1971, vol. 9, p. 177 - 184
  作者：Klein,J. et al.

  DOI：——

  日期：——
• Komissarova; Aleksandrova; Stadnichuk, Russian Journal of General Chemistry, 1997, vol. 67, # 3, p. 412 - 416
  作者：Komissarova、Aleksandrova、Stadnichuk

  DOI：——

  日期：——