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T82805

Sigma-Aldrich

Triphenylethylene

99%

Synonym(s):

1,1,2-Triphenylethene, 1,1,2-Triphenylethylene, 1,1′,1′′-(1-Ethenyl-2-ylidene)tris[benzene], 1,2-Diphenylethenylbenzene, Benzilidenediphenylmethane, Ethene-1,1,2-triyltribenzene

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About This Item

Linear Formula:
C6H5CH=C(C6H5)2
CAS Number:
58-72-0
Molecular Weight:
256.34
Beilstein:
1867462
EC Number:
200-395-1
MDL number:
MFCD00004765
UNSPSC Code:
12352100
PubChem Substance ID:
24900519
NACRES:
NA.22

Assay

99%

mp

69-71 °C (lit.)

SMILES string

c1ccc(cc1)\C=C(/c2ccccc2)c3ccccc3

InChI

1S/C20H16/c1-4-10-17(11-5-1)16-20(18-12-6-2-7-13-18)19-14-8-3-9-15-19/h1-16H

InChI key

MKYQPGPNVYRMHI-UHFFFAOYSA-N

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Application

Triphenylethylene is an aromatic hydrocarbon, which can be used as a starting material to prepare 2,2,3-triphenyloxirane by asymmetric epoxidation reaction using fluorous chiral manganese complex as a catalyst. It is also used to prepare dihydro-4,5,5-triphenyl-2(3H)-furanone by reacting with acetic anhydride in the presence of MnO2 and NaOAc.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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[The search for active antitumor agents among triphenylethylene derivatives].
P V Sergeev et al.
Voprosy onkologii, 41(2), 49-49 (1995-01-01)
Effect of estrogenic and antiestrogenic triphenylethylene derivatives on progesterone and estrogen receptors levels of MCF-7 cells.
N Legros et al.
Biochemical pharmacology, 42(9), 1837-1841 (1991-10-09)
G Grenier et al.
Chemical & pharmaceutical bulletin, 46(9), 1480-1483 (1998-10-17)
In a previous work we synthesized a class of new antineoplastic drugs by coupling a cisplatin derivative to a triphenylethylene moiety similar to the antiestrogen, tamoxifen. These drugs differ in the number of hydroxy functions on the triphenylethylene rings and
E Mombelli
SAR and QSAR in environmental research, 23(1-2), 37-57 (2011-10-22)
The determination of binding affinities for the estrogen receptor (ER) is used extensively to assess potential hazards to human health and the environment arising from chemicals that can interfere with natural hormone homeostasis. Given the great number of chemicals to
MnO 2-promoted carboesterification of alkenes with anhydrides: a facile approach to ?-lactones
Wu Lihuan, et al.
Chemical Communications (Cambridge, England), 52(12), 2628-2631 (2016)
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