Chemistry:Diphenylbutadiyne
From HandWiki
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| Other names
diphenyldiacetylene
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| Properties | |
| C16H10 | |
| Molar mass | 202.256 g·mol−1 |
| Appearance | white solid |
| Density | 1.936 g/cm3[1] |
| Melting point | 86–87 °C (187–189 °F; 359–360 K) |
| Hazards | |
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| GHS Signal word | Warning |
| H315, H319, H335 | |
| P261, P264, P264+265Script error: No such module "Preview warning".Category:GHS errors, P271, P280, P302+352, P304+340, P305+351+338, P319Script error: No such module "Preview warning".Category:GHS errors, P321, P332+317Script error: No such module "Preview warning".Category:GHS errors, P337+317Script error: No such module "Preview warning".Category:GHS errors, P362+364Script error: No such module "Preview warning".Category:GHS errors, P403+233, P405, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
Diphenylbutadiyne is the organic compound with the formula (C6H5C2)2. It is a common diyne. It is the product of the coupling of phenylacetylene, often with copper reagents,[2] but a variety of 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]
References
- ↑ 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.
- ↑ 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. et al. (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.
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