ChemicalBook Product Catalog Organic Chemistry Hydrocarbons and derivatives Acyclic hydrocarbons Triphenylethylene

Triphenylethylene

Triphenylethylene Basic information
Product Name:Triphenylethylene
Synonyms:TRIPHENYLETHYLENE;(1,2-Diphenylvinyl)benzene;1,1’,1’’-(1-ethenyl-2-ylidene)tris-benzen;1,2,2-Triphenylethylene;Benzilidenediphenylmethane;Ethylene, triphenyl-;Triphenylethene;triphenyl-ethylen
CAS:58-72-0
MF:C20H16
MW:256.34
EINECS:200-395-1
Product Categories:Acyclic;Alkenes;Organic Building Blocks;Building Blocks;Chemical Synthesis;Organic Building Blocks;Miscellaneous
Mol File:58-72-0.mol
Triphenylethylene Structure
Triphenylethylene Chemical Properties
Melting point 69-71 °C (lit.)
Boiling point 219-221°C 14mm
density 1.0373
refractive index 1.6292
Fp 219-221°C/14mm
storage temp. Store below +30°C.
form powder
color White
BRN 1867462
CAS DataBase Reference58-72-0(CAS DataBase Reference)
NIST Chemistry ReferenceBenzene, 1,1',1''-(1-ethenyl-2-ylidene)tris-(58-72-0)
EPA Substance Registry SystemTriphenylethylene (58-72-0)
Safety Information
Hazard Codes Xn,N,Xi
Risk Statements 22-36-50/53
Safety Statements 26-36/37-60-61
RIDADR UN 3077 9 / PGIII
WGK Germany 3
RTECS KX4920000
Hazard Note Irritant
TSCA Yes
HS Code 29029080
MSDS Information
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Triphenylethylene English
SigmaAldrich English
ACROS English
ALFA English
Triphenylethylene Usage And Synthesis
Chemical PropertiesWhite to slightly beige powder
UsesTriphenylethylene is used in preparation of Esterase activated aggregation-induced luminescent anticancer prodrug.
DefinitionChEBI: Triphenylethylene is a stilbenoid. It is the core chemical structure of a number of related anti-estrogen compounds. The triphenylethylene antiestrogens, which include idoxifene, toremifene, chlorotrianisene, raloxifene and tamoxifen, act at the level of the estrogen receptor, triggering inhibition or stimulation of estrogen-dependent gene transcription and cellular physiology.
Synthesis Reference(s)Journal of the American Chemical Society, 78, p. 82, 1956 DOI: 10.1021/ja01582a025
Organic Syntheses, Coll. Vol. 2, p. 606, 1943
Tetrahedron Letters, 14, p. 4193, 1973
Safety ProfileExperimental reproductive effects. Questionable carcinogen with experimental tumorigenic data. Human mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes.
Triphenylethylene Preparation Products And Raw materials
Raw materials1,1,2-triphenylethane-->1-bromo-1,2,2-triphenylethane-->Bromotriphenylethylene
9-(4-(DIMETHYLAMINO)BENZYLIDENE)FLUORENE TRIPHENYLACRYLONITRILE 9,9'-BIFLUORENYLIDENE PICRATE Bianthrone Styrene 9-M-NITROBENZYLIDENEFLUORENE 4,4'-DIMETHYLBIANTHRONE 2,3-DIPHENYL-1-INDENONE Triphenylethylene 9-BENZHYDRYLIDENE-10-ANTHRONE 2-Phenyl-1-propene 1-bromo-1,2,2-triphenylethylene,2-BROMO-1,1,2-TRIPHENYLETHYLENE,1-bromo-1,2,2-triphenylethylene,2-BROMO-1,1,2-TRIPHENYLETHYLENE TRIPHENYLCHLOROETHYLENE 6-BROMO-4-METHYL-1-PHENYLANTHRAPYRIDONE 9-BENZYLIDENEFLUORENE CHLOROTRIANISENE Tamoxifen 9-P-CHLOROBENZYLIDENE FLUORENE
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