1-bromooct-4-ene | 42976-83-0

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机溴化物
• 英文名称: 1-bromooct-4-ene
• 英文别名: 1-Bromo-4-octene
• CAS: 42976-83-0
• 化学式: C₈H₁₅Br
• 分子量: 191.111
• InChiKey: OMCYIWCZZOSRCL-UHFFFAOYSA-N

物化性质

• 沸点：
  198.9±9.0 °C(Predicted)
• 密度：
  1.141±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  9
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 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：

  1-bromooct-4-ene 以 苯 为溶剂， 生成 N,N-二甲基正辛胺
  参考文献：
  名称：

  Glacet,C.; Hasiak,B., Comptes Rendus des Seances de l'Academie des Sciences, Serie C: Sciences Chimiques, 1967, vol. 264, p. 1988 - 1991

  摘要：

  DOI：
• 作为产物：
  描述：

  4-辛烯-1-醇 在 三乙胺 、 lithium bromide 作用下， 以 乙醚 、 丙酮 为溶剂， 反应 3.0h， 生成 1-bromooct-4-ene
  参考文献：
  名称：

  摘要：

  Reaction of 2-vinyltetrahydrofuran and 2-vinyltetrahydropyran with ethylmagnesium bromude in the presence ot titanium(IV) isopropoxide afforded in moderate selectivity trans-4-octen-1-ol and trans-5-nonen-1-ol respectively. Best yields and high stereochemical purity of products were obtained in ethylation under these conditions of 2-(cis-1-propenyl)tetrahydrofuran, 2-(cis-1-proprnyl)- and 2- (trans-1-propenyl) tetrahydropyran. It is assumed that the key organometallic intermediate formed was diisopropoxy-titanacycloprpopane, and direction of its addition to the doubel bond governed the streochemistry of the resulting product. The obtained trans-4-octen-1-ol and trans-7-methyl-5-nonen-1-ol were applied as initial products in the synthesis of sex pheromones of lesser plum worm (Grafolita funebrana) and tea leaf roller moth (Adoxophyes sp).

  DOI：

  10.1023/a:1026047515568

文献信息

• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Sn: Org.Verb.1, 1.1.1.14.3, page 136 - 139
  作者：

  DOI：——

  日期：——
• GB1135455
  申请人：——

  公开号：——

  公开（公告）日：——
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Sn: Org.Verb.3, 1.1.4.3, page 87 - 87
  作者：

  DOI：——

  日期：——
• Glacet,C.; Hasiak,B., Comptes Rendus des Seances de l'Academie des Sciences, Serie C: Sciences Chimiques, 1967, vol. 264, p. 1988 - 1991
  作者：Glacet,C.、Hasiak,B.

  DOI：——

  日期：——
• ——
  作者：E. A. Matyushenkov、D. G. Churikov、N. A. Sokolov、O. G. Kulinkovich

  DOI：10.1023/a:1026047515568

  日期：——

  Reaction of 2-vinyltetrahydrofuran and 2-vinyltetrahydropyran with ethylmagnesium bromude in the presence ot titanium(IV) isopropoxide afforded in moderate selectivity trans-4-octen-1-ol and trans-5-nonen-1-ol respectively. Best yields and high stereochemical purity of products were obtained in ethylation under these conditions of 2-(cis-1-propenyl)tetrahydrofuran, 2-(cis-1-proprnyl)- and 2- (trans-1-propenyl) tetrahydropyran. It is assumed that the key organometallic intermediate formed was diisopropoxy-titanacycloprpopane, and direction of its addition to the doubel bond governed the streochemistry of the resulting product. The obtained trans-4-octen-1-ol and trans-7-methyl-5-nonen-1-ol were applied as initial products in the synthesis of sex pheromones of lesser plum worm (Grafolita funebrana) and tea leaf roller moth (Adoxophyes sp).