(E)-tridec-4-en-6-yne | 74744-43-7

• 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)-tridec-4-en-6-yne
• 英文别名: 4-Tridecen-6-yne, (E)-
• CAS: 74744-43-7
• 化学式: C₁₃H₂₂
• 分子量: 178.318
• InChiKey: NPZMKXJJWSFOQL-VQHVLOKHSA-N

物化性质

• 保留指数：
  1607

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  13
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.69
• 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-bromo-1-octyne 、 1-戊烯基硼酸 在 copper(II) ferrite 、 caesium carbonate 作用下， 反应 8.0h， 以88%的产率得到(E)-tridec-4-en-6-yne
  参考文献：
  名称：

  Cu-Catalyzed Fe-Driven C_sp–C_sp and C_sp–C_sp2 Cross-Coupling: An Access to 1,3-Diynes and 1,3-Enynes

  摘要：

  An efficient Csp-Csp cross-coupling of alkynyl bromide and pinacol ester of alkynyl boronic acid catalyzed by CuFe2O4 nanoparticles has been accomplished in dimethyl carbonate to produce unsymmetric 1,3-diynes. This protocol is also extended for the Csp-Csp2 coupling of alkynyl bromide and alkenyl boronic acid to provide conjugated 1,3-enynes. The aliphatic, aromatic, and heteroaromatic alkynes couple with various substituted alkynyl/alkenyl boronates/boronic acids by this procedure to furnish a library of 1,3-diynes and enynes in high yields. The catalyst was easily separated by an external magnet and recycled 10 times.

  DOI：

  10.1021/jo5011069

文献信息

• Khusid, A. Kh.; Kovalev, B. G., Journal of Organic Chemistry USSR (English Translation), 1987, vol. 23, p. 62 - 67
  作者：Khusid, A. Kh.、Kovalev, B. G.

  DOI：——

  日期：——
• XUSID A. X.; KOVALEV B. G., ZH. ORGAN. XIMII, 23,(1987) N 11, 71-78
  作者：XUSID A. X.、 KOVALEV B. G.

  DOI：——

  日期：——
• Cu-Catalyzed Fe-Driven C_sp–C_sp and C_sp–C_sp2 Cross-Coupling: An Access to 1,3-Diynes and 1,3-Enynes
  作者：Sabir Ahammed、Debasish Kundu、Brindaban C. Ranu

  DOI：10.1021/jo5011069

  日期：2014.8.15

  An efficient Csp-Csp cross-coupling of alkynyl bromide and pinacol ester of alkynyl boronic acid catalyzed by CuFe2O4 nanoparticles has been accomplished in dimethyl carbonate to produce unsymmetric 1,3-diynes. This protocol is also extended for the Csp-Csp2 coupling of alkynyl bromide and alkenyl boronic acid to provide conjugated 1,3-enynes. The aliphatic, aromatic, and heteroaromatic alkynes couple with various substituted alkynyl/alkenyl boronates/boronic acids by this procedure to furnish a library of 1,3-diynes and enynes in high yields. The catalyst was easily separated by an external magnet and recycled 10 times.