1,1-Diphenylethylene
1,1-Diphenylethylene is an aromatic hydrocarbon with chemical formula C14H12.
 | |
| Names | |
|---|---|
| Preferred IUPAC name
1,1'-(Ethene-1,1-diyl)dibenzene | |
| Other names
Ethene-1,1-diyldibenzene | |
| Identifiers | |
3D model (JSmol) |
|
| ChemSpider | |
| ECHA InfoCard | 100.007.712  |
PubChem CID |
|
| UNII | |
CompTox Dashboard (EPA) |
|
| |
| |
| Properties | |
| C14H12 | |
| Molar mass | 180.250 g·mol−1 |
| Melting point | 8 °C[1] |
| Boiling point | 277 °C[2] |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
Properties
1,1-Diphenylethylene mediates the radical polymerization of methyl acrylate or styrene. Meditation by 1,1-Diphenylethylene generates low molecular weight polymer by a termination reaction.[3] Dibenzofulvene is an analogue of a 1,1-Diphenylethylene.[4]
Synthesis
1,1-Diphenylethylene is technical prepared by alkylating benzene by styrene in presence of a zeolite beta and subsequent dehydrogenation.[5]
- styrene + benzene → 1,1-diphenylethane → 1,1-diphenylethylene + H2
See also
- Dibenzofulvene
- Stilbene
References
- Smith, R.H.; Andrews, D.H.: Thermal Energy Studies I. Phenyl Derivatives of Methane, Ethane and Some Related Compounds in J. Am. Chem. Soc. 53 (1931) 3644.
- CRC Handbook of Data on Organic Compounds, 2nd Editon, Weast,R.C and Grasselli, J.G., ed(s)., CRC Press, Inc., Boca Raton, FL, 1989, 1.
- Minjian Zhao; Zhifeng Fu; Yan Shi; Wantai Yang (2015). "Polymerization Mechanism in the Presence of 1,1-Diphenylethylene Part 2: Synthesis and Characterization of PMA and PSt". Macromolecular Chemistry and Physics. 216 (22): 2202–2210. doi:10.1002/macp.201500249.
- Tamaki Nakano; Kazuyuki Takewaki; Tohru Yade; Yoshio Okamoto (2001). "Dibenzofulvene, a 1,1-Diphenylethylene Analogue, Gives a π-Stacked Polymer by Anionic, Free-Radical, and Cationic Catalysts". J. Am. Chem. Soc. 123 (37): 9182–9183. doi:10.1021/ja0111131.
- EP0742190 A1, BASF , 13 Nov 1996, Process for the Preparation of Diarylethanes
This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.