1,1-Diphenylethylene

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1,1-Diphenylethylene
1,1-Diphenylethene.png
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 OOjs UI icon edit-ltr-progressive.svg
PubChem CID
UNII
  • InChI=1S/C14H12/c1-12(13-8-4-2-5-9-13)14-10-6-3-7-11-14/h2-11H,1H2
    Key: ZMYIIHDQURVDRB-UHFFFAOYSA-N
  • C=C(C1=CC=CC=C1)C2=CC=CC=C2
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).

1,1-Diphenylethylene is an aromatic hydrocarbon with chemical formula C14H12.

Contents

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

Related Research Articles

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2
Ph
2
). The compound consists of methane wherein two hydrogen atoms are replaced by two phenyl groups. It is a white solid.

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<i>tert</i>-Butyl peroxybenzoate Chemical compound

tert-Butyl peroxybenzoate (TBPB) a chemical compound from the group of peresters (compounds containing the general structure R1-C(O)OO-R2) which contains a phenyl group as R1 and a tert-butyl group as R2. It is often used as a radical initiator in polymerization reactions, such as the production of LDPE from ethylene, and for crosslinking, such as for unsaturated polyester resins.

<span class="mw-page-title-main">9-Methylene-fluorene</span> Chemical compound

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References

  1. 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.
  2. CRC Handbook of Data on Organic Compounds, 2nd Edition, Weast,R.C and Grasselli, J.G., ed(s)., CRC Press, Inc., Boca Raton, FL, 1989, 1.
  3. 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.
  4. 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. PMID   11552835.
  5. EP0742190 A1, BASF , 13 Nov 1996, Process for the Preparation of Diarylethanes