二苯基丁二炔

化合物

二苯基丁二炔是一种有机化合物,化学式为(C6H5C≡C)2,它是常见的二炔烃。它可由苯乙炔在铜试剂的存在下进行格拉泽偶联反应得到[2]。也有文献报道了其它合成方法[3][4]

二苯基丁二炔
别名 diphenyldiacetylene
识别
CAS号 886-66-8
性质
化学式 C16H10
摩尔质量 202.25 g·mol−1
外观 白色固体
密度 1.936 g/cm3[1]
熔点 86-88 °C
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

它可以形成金属炔烃配合物英语Transition_metal_alkyne_complex,如有机镍配合物(C5H5Ni)4C4(C6H5)2[5]

参考文献

  1. ^ Surette, Jacqueline K. D.; MacDonald, Mary-Anne; Zaworotko, Michael J.; Singer, Robert D. X-Ray Crystal Structure of 1,4-Diphenylbutadiyne. Journal of Chemical Crystallography. 1994, 24 (10): 715–717. S2CID 95454970. doi:10.1007/BF01668237. 
  2. ^ Campbell, I. D.; Eglinton, G. Diphenyldiacetylene. Organic Syntheses. 1965, 45: 39. doi:10.15227/orgsyn.045.0039. 
  3. ^ Nishihara, Yasushi; Ikegashira, Kazutaka; Hirabayashi, Kazunori; Ando, Jun-Ichi; Mori, Atsunori; Hiyama, Tamejiro. Coupling Reactions of Alkynylsilanes Mediated by a Cu(I) Salt: Novel Syntheses of Conjugate Diynes and Disubstituted Ethynes. The Journal of Organic Chemistry. 2000, 65 (6): 1780–1787. PMID 10814151. doi:10.1021/jo991686k. 
  4. ^ Batsanov, Andrei S.; Collings, Jonathan C.; Fairlamb, Ian J. S.; Holland, Jason P.; Howard, Judith A. K.; Lin, Zhenyang; Marder, Todd B.; Parsons, Alex C.; Ward, Richard M.; Zhu, Jun. Requirement for an Oxidant in Pd/Cu Co-Catalyzed Terminal Alkyne Homocoupling to Give Symmetrical 1,4-Disubstituted 1,3-Diynes. The Journal of Organic Chemistry. 2005, 70 (2): 703–706. PMID 15651824. doi:10.1021/jo048428u. 
  5. ^ Mills, O. S.; Shaw, B. W. Crystal Data for Some Dicyclopentadienyldinickel Alkyne Compounds. Acta Crystallographica. 1965, 18 (3): 562. doi:10.1107/S0365110X65001226.