Tetraphenylethylene

Tetraphenylethylene

Names
IUPAC name 1,2,2-triphenylvinylbenzene
Other names tetraphenylethylene, tetraphenylethene, 1,1,2,2-tetraphenylethylene, 1,1,2,2-tetraphenylethene, tetraphenyl ethylene
Identifiers
CAS Number	632-51-9
3D model (Jmol)	Interactive image
Beilstein Reference	789087
ChemSpider	62645
ECHA InfoCard	100.010.164
PubChem	69437
InChI InChI=1S/C26H20/c1-5-13-21(14-6-1)25(22-15-7-2-8-16-22)26(23-17-9-3-10-18-23)24-19-11-4-12-20-24/h1-20H Key: JLZUZNKTTIRERF-UHFFFAOYSA-N InChI=1/C26H20/c1-5-13-21(14-6-1)25(22-15-7-2-8-16-22)26(23-17-9-3-10-18-23)24-19-11-4-12-20-24/h1-20H Key: JLZUZNKTTIRERF-UHFFFAOYAF
SMILES c1ccc(cc1)C(=C(c2ccccc2)c3ccccc3)c4ccccc4
Properties
Chemical formula	C26H20
Molar mass	332.45 g·mol^−1
Appearance	white to light yellow to light beige crystalline powder
Density	1.088 g/cm^3
Melting point	224 to 225 °C (435 to 437 °F; 497 to 498 K)[1]
Boiling point	424 °C (795 °F; 697 K)[2]
Hazards
Flash point	206.2 °C (403.2 °F; 479.3 K)
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

Tetraphenylethylene is a chemical compound that can be used in construction and in the manufacture of medical equipment, packaging, and electrical appliances.

Synthesis

Tetraphenylethylene can be synthesized from diphenyldichloromethane.^[3]

References

1. Banerjee, Moloy; Susanna J. Emond; Sergey V. Lindeman; Rajendra Rathore (2007). "Practical Synthesis of Unsymmetrical Tetraarylethylenes and Their Application for the Preparation of [Triphenylethylene−Spacer−Triphenylethylene] Triads". The Journal of Organic Chemistry. 72 (21): 8054–8061. doi:10.1021/jo701474y. ISSN 0022-3263.
2. Lewis, Irwin C.; T. Edstrom (1963). "Thermal Reactivity of Polynuclear Aromatic Hydrocarbons". The Journal of Organic Chemistry. 28 (8): 2050–2057. doi:10.1021/jo01043a025. ISSN 0022-3263.
3. Inaba, S (1982). "Metallic nickel as a reagent for the coupling of aromatic and benzylic halides". Tetrahedron Letters. 23 (41): 4215–4216. doi:10.1016/S0040-4039(00)88707-9. ISSN 0040-4039.