Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Chemical compound
Diphenylbutadiyne is the hydrocarbon with the formula (C6H5C2)2. It is a member of the diyne chemical class and can be made via the Glaser coupling of phenylacetylene[2] However, a variety of other synthesis methods have been developed.[3][4]
Diphenylbutadiyne forms a variety of metal-alkyne complexes. One example is the organonickel complex (C5H5Ni)4C4(C6H5)2.[5]
^Surette, Jacqueline K. D.; MacDonald, Mary-Anne; Zaworotko, Michael J.; Singer, Robert D. (1994). "X-Ray Crystal Structure of 1,4-Diphenylbutadiyne". Journal of Chemical Crystallography. 24 (10): 715–717. doi:10.1007/BF01668237. S2CID 95454970.
^Campbell, I. D.; Eglinton, G. (1965). "Diphenyldiacetylene". Organic Syntheses. 45: 39. doi:10.15227/orgsyn.045.0039.
^Nishihara, Yasushi; Ikegashira, Kazutaka; Hirabayashi, Kazunori; Ando, Jun-Ichi; Mori, Atsunori; Hiyama, Tamejiro (2000). "Coupling Reactions of Alkynylsilanes Mediated by a Cu(I) Salt: Novel Syntheses of Conjugate Diynes and Disubstituted Ethynes". The Journal of Organic Chemistry. 65 (6): 1780–1787. doi:10.1021/jo991686k. PMID 10814151.
^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 (2005). "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. 70 (2): 703–706. doi:10.1021/jo048428u. PMID 15651824.
^Mills, O. S.; Shaw, B. W. (1965). "Crystal Data for Some Dicyclopentadienyldinickel Alkyne Compounds". Acta Crystallographica. 18 (3): 562. doi:10.1107/S0365110X65001226.
Diphenylbutadiyne is the hydrocarbon with the formula (C6H5C2)2. It is a member of the diyne chemical class and can be made via the Glaser coupling of...
Glaser [de] in 1869. He suggested the following process on his way to diphenylbutadiyne: CuCl + PhC2H + NH3 → PhC2Cu + NH4Cl 4 PhC2Cu + O2 → 2PhC2C2Ph + 2Cu2O...
base and copper(II) salts, it undergoes oxidative coupling to give diphenylbutadiyne. In the presence of metal catalysts, it undergoes oligomerization...
together with small dienes, such as 1,3-Diisopropylbenzene(DIB), 1,4-diphenylbutadiyne, limonene, divinylbenzene (DVB), dicyclopentadiene, styrene, 4-vinylpyridine...
undergoes oxidative dimerization in the presence of air to produce diphenylbutadiyne (C6H5−C≡C−C≡C−C6H5). Interest in these compounds has stimulated research...