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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

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

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

Signal Word

Danger

Hazard Statements

H302,H314

Hazard Classifications

Acute Tox. 4 Oral - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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)
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)
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)

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