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106550

Sigma-Aldrich

meso-1,2-Dibromo-1,2-diphenylethane

≥97%

Synonym(s):

Stilbene dibromide

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About This Item

Linear Formula:
C6H5CH(Br)CH(Br)C6H5
CAS Number:
13440-24-9
Molecular Weight:
340.05
MDL number:
MFCD00085299
UNSPSC Code:
12352100
PubChem Substance ID:
24846737
NACRES:
NA.22

Quality Level

100

assay

≥97%

form

solid

mp

241 °C (dec.) (lit.)

SMILES string

Br[C@H]([C@H](Br)c1ccccc1)c2ccccc2

InChI

1S/C14H12Br2/c15-13(11-7-3-1-4-8-11)14(16)12-9-5-2-6-10-12/h1-10,13-14H/t13-,14+

InChI key

GKESIQQTGWVOLH-OKILXGFUSA-N

Related Categories

General description

meso-1,2-Dibromo-1,2-diphenylethane undergoes electrochemical dehalogenation in acetonitrile. It is reduced by electrogenerated C60−3.

Application

meso-1,2-Dibromo-1,2-diphenylethane(meso-SBr2) was used to study the reaction of ± and meso-SBr2 with 9-substituted fluorenide ions in dimethyl sulfoxide.

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Skin Corr. 1B

Storage Class

8A - Combustible, corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Electro-organic chemistry of fullerenes. Part 1. Indirect cathodic reduction of vic-dihalides and perfluoroalkyl halides using C60 as mediator. Cyclic voltammetric study and preparative-scale electrolysis.
Fuchigami T, et al.
Journal of Electroanalytical Chemistry, 411(1), 115-119 (1996)
Debromination of meso-and (?)-1, 2-Dibromo-1, 2-diphenylethane by 9-Substituted Fluorenide Ions: Correlation between Stereochemical Results and Redox Potentials.
Lund T, et al.
Acta Chemica Scandinavica, 47, 877-877 (1993)
Reduction of Vicinal Dihalides. I. The Electrochemical Reduction of meso and (?)-1, 2-Dibromo-1, 2-diphenylethane.
Fawell P, et al.
Australian Journal of Chemistry, 43(8), 1421-1430 (1990)

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