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:
Molecular Weight:
256.34
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
200-395-1
Beilstein/REAXYS Number:
1867462
MDL number:
Assay:
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
Related Categories
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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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)
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
E Bignon et al.
FEBS letters, 271(1-2), 54-58 (1990-10-01)
The activation of type I (gamma), II (beta) and III (alpha) protein kinase C (PKC) subspecies by phosphatidylserine (PS) and diacylglycerol (DAG) is inhibited by micromolar concentrations of triphenylacrylonitrile (TPE) antiestrogens. TPE A (with p-hydroxy and p-diethylaminoethoxy groups on the
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)
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