3,10-tridecadiyne | 51566-74-6

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: 3,10-tridecadiyne
• 英文别名: trideca-3,10-diyne；3,10-Tridecadiin
• CAS: 51566-74-6
• 化学式: C₁₃H₂₀
• 分子量: 176.302
• InChiKey: NIIORHCELZUOES-UHFFFAOYSA-N

物化性质

• 沸点：
  248.4±23.0 °C(Predicted)
• 密度：
  0.840±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  13
• 可旋转键数：
  4
• 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

• 作为反应物：
  描述：

  3,10-tridecadiyne 、 对甲苯磺酸烯丙酯 在 亚磷酸三苯酯 、 tris-(dibenzylideneacetone)dipalladium(0) 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 12.5h， 以24%的产率得到1,4-diethyl-2-methyl-6,7,8,9-tetrahydro-5H-benzocycloheptene
  参考文献：
  名称：

  Palladium-Catalyzed Benzannulation from Alkynes and Allylic Compounds

  摘要：

  Various alkynes reacted with allyl tosylates in the presence of palladium catalysts, giving polysubstituted benzenes with good to high regioselectivity. Pentasubstituted and trisubstituted benzenes were readily prepared by reaction of internal alkynes and terminal alkynes, respectively. The combination of allyl alcohols and p-toluenesulfonic anhydride could be utilized in place of isolated allyl tosylates. The cyclization of diynes with allyl tosylate afforded bicyclic compounds containing an aromatic ring.

  DOI：

  10.1021/jo026857r
• 作为产物：
  描述：

  溴乙烷 、 1,8-壬二炔 生成 3,10-tridecadiyne
  参考文献：
  名称：

  Brenner,W. et al., Justus Liebigs Annalen der Chemie, 1973, p. 1882 - 1892

  摘要：

  DOI：

文献信息

• Tsuda, Tetsuo; Sumiya, Ritsuo; Saegusa, Takeo, Synthetic Communications, 1987, vol. 17, # 2, p. 147 - 154
  作者：Tsuda, Tetsuo、Sumiya, Ritsuo、Saegusa, Takeo

  DOI：——

  日期：——
• Nickel(0)-catalyzed cycloaddition of diynes and carbon dioxide to give bicyclic .alpha.-pyrones
  作者：Tetsuo Tsuda、Shohei Morikawa、Ritsuo Sumiya、Takeo Saegusa

  DOI：10.1021/jo00249a003

  日期：1988.7
• TSUDA, TETSUO;MORIKAWA, SHOHEI;SUMIYA, RITSUO;SAEGUSA, TAKEO, J. ORG. CHEM., 53,(1988) N 14, 3140-3145
  作者：TSUDA, TETSUO、MORIKAWA, SHOHEI、SUMIYA, RITSUO、SAEGUSA, TAKEO

  DOI：——

  日期：——
• TSUDA TETSUO; SUMIYA RITSUO; SAEGUSA TAKEO, SYNTH. COMMUN., 17,(1987) N 2, 147-154
  作者：TSUDA TETSUO、 SUMIYA RITSUO、 SAEGUSA TAKEO

  DOI：——

  日期：——
• Palladium-Catalyzed Benzannulation from Alkynes and Allylic Compounds
  作者：Naofumi Tsukada、Shuichi Sugawara、Keiichiro Nakaoka、Yoshio Inoue

  DOI：10.1021/jo026857r

  日期：2003.7.1

  Various alkynes reacted with allyl tosylates in the presence of palladium catalysts, giving polysubstituted benzenes with good to high regioselectivity. Pentasubstituted and trisubstituted benzenes were readily prepared by reaction of internal alkynes and terminal alkynes, respectively. The combination of allyl alcohols and p-toluenesulfonic anhydride could be utilized in place of isolated allyl tosylates. The cyclization of diynes with allyl tosylate afforded bicyclic compounds containing an aromatic ring.