ChemicalBook CAS DataBase List 530-48-3

530-48-3

Name	1,1-Diphenylethylene
CAS	530-48-3
EINECS(EC#)	208-482-6
Molecular Formula	C14H12
MDL Number	MFCD01863514
Molecular Weight	180.25
MOL File	530-48-3.mol

Synonyms

1,1-DIPHENYLETHENE 1,1-DIPHENYLETHYLENE 1,1'-ETHENYLIDENE BIS-BENZENE 1-BROMO-4-(DIETHOXYMETHYL)BENZENE 4-BROMOBENZALDEHYDE DIETHYL ACETAL ASYM-DIPHENYLETHYLENE (1-Phenylvinyl)benzene 1,1’-ethenylidenebis-benzen alpha,alpha-Diphenylethylene alpha-Methylene-diphenylmethane alpha-Phenylstyrene as-Diphenylethylene Benzene, 1,1'-ethenylidenebis- benzene,1,1’-ethenylidenebis- DDNU Diphenylethylene ethene,1,1-diphenyl- ethylene,1,1-diphenyl- Unsym.-Diphenylethylene unsym-Diphenylethylene

Chemical Properties

Appearance	Clear colorless to golden liquid
Melting point	6 °C (lit.)
Boiling point	270-271 °C (lit.)
density	1.021 g/mL at 25 °C(lit.)
refractive index	n20/D 1.608(lit.)
Fp	221 °F
storage temp.	0-6°C
form	Liquid
color	Clear colorless to golden
Water Solubility	Miscible with methanol, chloroform and ether. Insoluble in water.
Merck	14,3323
BRN	1099062
InChI	1S/C14H12/c1-12(13-8-4-2-5-9-13)14-10-6-3-7-11-14/h2-11H,1H2
InChIKey	ZMYIIHDQURVDRB-UHFFFAOYSA-N
SMILES	C=C(c1ccccc1)c2ccccc2
CAS DataBase Reference	530-48-3(CAS DataBase Reference)
NIST Chemistry Reference	Ethylene, 1,1-diphenyl-(530-48-3)
EPA Substance Registry System	530-48-3(EPA Substance)

Safety Data

Symbol(GHS)	GHS09
Signal word	Warning
Hazard statements	H411
Precautionary statements	P273-P391-P501
Safety Statements	S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) . S24/25:Avoid contact with skin and eyes . less more
RIDADR	UN 3082 9 / PGIII
WGK Germany	3
TSCA	Yes
REACH Registrations	Active
HazardClass	9
HS Code	29029090
Storage Class	10 - Combustible liquids
Hazard Classifications	Aquatic Chronic 2

Hazard Information

Chemical Properties

Clear colorless to golden liquid

Uses

1,1-Diphenylethylene is used in the preparation of 2-chloro-1,1-diphenyl-ethene by reacting with benzeneseleninyl chloride and aluminum(III) chloride as reagents. It acts as an intermediate in organic synthesis as well as in pharmaceuticals.

Synthesis Reference(s)

The Journal of Organic Chemistry, 26, p. 4199, 1961 DOI: 10.1021/jo01069a005

Reactivity Profile

1,1-Diphenylethylene (DPE) is well known for its inability to undergo homopolymerization but can participate in radical copolymerizations. The participation of DPE in radical polymerization leads to the formation of stable DPE radicals by resonance stabilization of the radical by the two phenyl groups and a strong steric hindrance for the addition of any other monomer. Thus, DPE has drastic effects on radical polymerizati[1].

Synthesis

1,1-Diphenylethylene can be prepared by the action of alcoholic potassium hydroxide on unsymmetrical diphenylchloroethane; by the action of aluminum chloride on benzene and tribromoethylene; and by dehydration of the carbinol which can be prepared by the action of methylmagnesium iodide on benzophenone, or phenylmagnesium bromide on acetophenone or ethyl acetate.

References

[1] Sophie Viala . “Structural control in radical polymerization with 1,1-diphenylethylene. 1. Copolymerization of 1,1-diphenylethylene with methyl methacrylate.” Polymer 43 26 (2002): Pages 7231-7241.

Spectrum Detail

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