| Identification | More | [Name]
1,1-Diphenylethylene | [CAS]
530-48-3 | [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 | [EINECS(EC#)]
208-482-6 | [Molecular Formula]
C14H12 | [MDL Number]
MFCD01863514 | [Molecular Weight]
180.25 | [MOL File]
530-48-3.mol |
| Chemical Properties | Back Directory | [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 | Back Directory | [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 . | [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 | Back Directory | [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.
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