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Merck
CN

T82805

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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24900519
EC Number:
200-395-1
Beilstein/REAXYS Number:
1867462
MDL number:
MFCD00004765

Key Documents

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Product Name

Triphenylethylene, 99%

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

SMILES string

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

assay

99%

mp

69-71 °C (lit.)

Quality Level

100

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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

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SDBB2916
STBL3868
STBK7218
STBK4907
STBK1033

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C D van den Koedijk et al.
Biochemical pharmacology, 46(10), 1870-1872 (1993-11-17)
The binding affinity of derivatives of the triphenylethylene (TPE) antioestrogen tamoxifen and of steroidal compounds for human liver antioestrogen binding sites (AEBS) was compared with their binding affinity for rat liver AEBS. Despite the observation of some quantitative differences overall
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
M Metzler et al.
American journal of clinical oncology, 14 Suppl 2, S30-S35 (1991-01-01)
The mechanisms of estrogen-induced cancer are still a matter of debate. Previous studies with stilbene estrogens and steroidal estrogens have shown that the in vitro transformation of primary Syrian hamster embryo (SHE) fibroblasts is a good experimental system for discriminating
Chellakkan S Blesson et al.
Steroids, 71(11-12), 993-1000 (2006-09-13)
The study was aimed to investigate the interaction of D,L-ormeloxifene (Orm), a triphenylethylene and its hydroxy derivative with estrogen receptor subtypes alpha and beta, its influence on ERE-driven transcriptional activation and progesterone receptor expression. In competitive binding experiments using human
S J Gatley et al.
International journal of radiation applications and instrumentation. Part B, Nuclear medicine and biology, 18(7), 769-775 (1991-01-01)
A triphenylethylene compound [1,1-bis(4-hydroxyphenyl)-2-iodo-2-phenylethylene; IBHPE] has been labeled by halodestannylation with 123I at a specific radioactivity of 13,200 Ci/mmol (by in vitro receptor assay) after HPLC purification. The corresponding 80mBr-labeled compound (BrBHPE), which has a 3-fold higher affinity for the
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