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Triphenylethylene

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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
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Triphenylethylene Chemical Properties

Melting point:
69-71 °C (lit.)
Boiling point:
219-221°C 14mm
Density 
1.0373
refractive index 
1.6292
Flash point:
219-221°C/14mm
storage temp. 
Store below +30°C.
form 
powder
color 
White
BRN 
1867462
CAS DataBase Reference
58-72-0(CAS DataBase Reference)
NIST Chemistry Reference
Benzene, 1,1',1''-(1-ethenyl-2-ylidene)tris-(58-72-0)
EPA Substance Registry System
Triphenylethylene (58-72-0)
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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

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Triphenylethylene Usage And Synthesis

Chemical Properties

White to slightly beige powder

Uses

Triphenylethylene is used in preparation of Esterase activated aggregation-induced luminescent anticancer prodrug.

Definition

ChEBI: 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 Profile

Experimental reproductive effects. Questionable carcinogen with experimental tumorigenic data. Human mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes.

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