All Photos(2)
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
Linear Formula:
C6H5CH=C(C6H5)2
CAS Number:
Molecular Weight:
256.34
Beilstein:
1867462
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
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.
WGK
WGK 3
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Synthesis of 1,1,2-triphenylethylenes and their antiproliferative effect on human cancer cell lines.
Lifang Zheng et al.
Anti-cancer drugs, 18(9), 1039-1044 (2007-08-21)
Tamoxifen analogs (1-3) and 1,1,2-triphenylethylenes (4-7) have been synthesized by the McMurry coupling reaction. Their antiproliferative effects on MCF-7 human breast-cancer cells, HO-8910 human ovarian-carcinoma cells, and (HL)-60 human promyelocytic-leukemia cells were studied by use of the colorimetric MTT assay
H Wiseman et al.
Chemico-biological interactions, 79(2), 229-243 (1991-01-01)
The azole antifungal drug ketoconazole was found to inhibit Fe(III)-ascorbate dependent lipid peroxidation using either rat liver microsomes or ox-brain phospholipid liposomes as the substrate. It also inhibited microsomal peroxidation induced by the Fe(III)-ADP/NADPH system. The related azoles, miconazole and
Asymmetric epoxidation of alkenes in fluorinated media, catalyzed by second-generation fluorous chiral (Salen) manganese complexes
Cavazzini M, et al.
European Journal of Organic Chemistry, 2001(24), 4639-4649 (2001)
Yuliya Dobrydneva et al.
Journal of cardiovascular pharmacology, 50(4), 380-390 (2007-12-01)
The anti-estrogenic drug tamoxifen, which is used therapeutically for treatment and prevention of breast cancer, can lead to the development of thrombosis. We found that tamoxifen rapidly increased intracellular free calcium [Ca2+]i in human platelets from both male and female
Speculation on the mechanism of action of triphenylethylene antioestrogens.
C D van den Koedijk et al.
Biochemical pharmacology, 47(11), 1927-1937 (1994-06-01)
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