Diphenylacetylene

Diphenylacetylene
Names
IUPAC name
2-phenylethynylbenzene
Other names
Tolan
Diphenylacetylene
1,2-diphenylethyne
Identifiers
501-65-5 YesY
ChEBI CHEBI:51579 YesY
ChEMBL ChEMBL223309 YesY
ChemSpider 9961 YesY
Jmol interactive 3D Image
PubChem 10390
Properties
C14H10
Molar mass 178.24 g/mol
Appearance colorless solid
Density 0.990 g cm−3, solid
Melting point 62.5 °C (144.5 °F; 335.6 K)
Boiling point 170 °C (338 °F; 443 K) at 19 mmHg
insoluble
Structure
sp2 and sp at carbon
0 D
Hazards
Safety data sheet Oxford MSDS
Related compounds
Related compounds
C2Me2
Dimethylacetylenedicarboxylate
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Diphenylacetylene is the chemical compound C6H5C≡CC6H5. The molecule consists of phenyl groups attached to both ends of an alkyne. It is a colorless crystalline material that is widely used as a building block in organic synthesis and as a ligand in organometallic chemistry.

Preparation

Several preparations for this compound exist:

Interesting derivatives

References

  1. 1 2 Cope, A. C.; Smith, D. S.; Cotter, R. J. "Diphenylacetylene". Org. Synth.; Coll. Vol. 4, p. 377
  2. Lee Irvin Smith and M. M. Falkof. "Diphenylacetylene". Org. Synth.; Coll. Vol. 3, p. 350
  3. Fieser, L. F. "Hexaphenylbenzene". Org. Synth.; Coll. Vol. 5, p. 604
  4. Xu, R. Breslow, R. "1,2,3-Triphenylcyclopropendium Bromide". Org. Synth.; Coll. Vol. 9, p. 730
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