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T82805

Sigma-Aldrich

Triphenylethylene

99%

Sinonimo/i:

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

Formula condensata:
C6H5CH=C(C6H5)2
Numero CAS:
58-72-0
Peso molecolare:
256.34
Beilstein:
1867462
Numero CE:
200-395-1
Numero MDL:
MFCD00004765
Codice UNSPSC:
12352100
ID PubChem:
24900519
NACRES:
NA.22

Saggio

99%

Punto di fusione

69-71 °C (lit.)

Stringa SMILE

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
MKYQPGPNVYRMHI-UHFFFAOYSA-N

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Applicazioni

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.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves

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Certificati d'analisi (COA)

Lot/Batch Number
STBK4907
STBK1033
STBJ9931
STBJ7734
STBJ4711

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Perylene ≥99%

Sigma-Aldrich

P11204

Perylene

2,6-di-tert-butil-4-metilfenolo Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1117

2,6-di-tert-butil-4-metilfenolo

2,6-di-tert-butil-4-metilfenolo ≥99.0% (GC), powder

Sigma-Aldrich

B1378

2,6-di-tert-butil-4-metilfenolo

Trietilammina ≥99%

Sigma-Aldrich

T0886

Trietilammina

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
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
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
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