(E)-1,7,13-tetradecatriene | 1175650-19-7

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: (E)-1,7,13-tetradecatriene
• 英文别名: 1,7,13-tetradecatriene；(7E)-tetradeca-1,7,13-triene
• CAS: 1175650-19-7
• 化学式: C₁₄H₂₄
• 分子量: 192.345
• InChiKey: XLIZBSBHYFNLNT-BUHFOSPRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  14
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 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：

  1,7-辛二烯 在 MoCl₅/SiO₂-Me₄Sn 作用下， 生成 (E)-1,7,13-tetradecatriene 、 (Z)-1,7,13-tetradecatriene 、 环己烯
  参考文献：
  名称：

  Stereochemical features of 1,7-octadiene metathesis on the MoCl5/SiO2–Me4Sn catalytic system

  摘要：

  It has been established that the metathesis reaction of 1,7-octadiene (OD) proceeds smoothly by two pathways in the direction of the formation of the product of the chain growth, 1,7,13-tetradecatriene, and intramolecular cyclization into cyclohexene. It has been shown that, at the low (9%) conversion of OD, the content of cyclohexene is 72%, while that of 1,7,13-tetradecatriene is 28%. As the reaction proceeds, the content of cyclohexene increases and becomes 97% at the conversion of 99%, i.e., almost all 1,7,13-tetradecatriene formed cyclizes into cyclohexene. At relatively low conversions of OD (9-55%), the stereo-composition of 1,7,13-tetradecatriene does not differ from the stereo-composition of the products of the homometathesis and cometathesis of the linear structures (Z/E=(25-18)/(75-82)). The content of 1,Z-7,13-tetradecatriene decreases sharply from 8.0 to 0.9% with the increase in the conversion. This is explained by a higher proneness of the Z-stereoisomer to the cyclization.

  DOI：

  10.1134/s096554411506002x

文献信息

• BENCZE L.; IVIN K. J.; ROONEY J. J., J. CHEM. SOC. CHEM. COMMUN., 1980, NO 17, 834-835
  作者：BENCZE L.、 IVIN K. J.、 ROONEY J. J.

  DOI：——

  日期：——
• Stereochemical features of 1,7-octadiene metathesis on the MoCl5/SiO2–Me4Sn catalytic system
  作者：V. I. Bykov、O. B. Chernova、B. A. Belyaev、T. A. Butenko、E. Sh. Finkelshtein

  DOI：10.1134/s096554411506002x

  日期：2015.9

  It has been established that the metathesis reaction of 1,7-octadiene (OD) proceeds smoothly by two pathways in the direction of the formation of the product of the chain growth, 1,7,13-tetradecatriene, and intramolecular cyclization into cyclohexene. It has been shown that, at the low (9%) conversion of OD, the content of cyclohexene is 72%, while that of 1,7,13-tetradecatriene is 28%. As the reaction proceeds, the content of cyclohexene increases and becomes 97% at the conversion of 99%, i.e., almost all 1,7,13-tetradecatriene formed cyclizes into cyclohexene. At relatively low conversions of OD (9-55%), the stereo-composition of 1,7,13-tetradecatriene does not differ from the stereo-composition of the products of the homometathesis and cometathesis of the linear structures (Z/E=(25-18)/(75-82)). The content of 1,Z-7,13-tetradecatriene decreases sharply from 8.0 to 0.9% with the increase in the conversion. This is explained by a higher proneness of the Z-stereoisomer to the cyclization.