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330647

Sigma-Aldrich

2,2′-Bis(bromomethyl)-1,1′-biphenyl

99%

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Synonym(s):
1-(Bromomethyl)-2-[2-(bromomethyl)phenyl]benzene, 2,2′-Bis(bromomethyl)-1,1′-biphenyl, 2,2′-Bis(bromomethyl)biphenyl, 2,2′-Di(bromomethyl)biphenyl, o,o′-Bis(bromomethyl)biphenyl
Linear Formula:
BrCH2C6H4C6H4CH2Br
CAS Number:
Molecular Weight:
340.05
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

99%

mp

90-92 °C (lit.)

SMILES string

BrCc1ccccc1-c2ccccc2CBr

InChI

1S/C14H12Br2/c15-9-11-5-1-3-7-13(11)14-8-4-2-6-12(14)10-16/h1-8H,9-10H2

InChI key

VDXGURZGBXUKES-UHFFFAOYSA-N

Application

2,2′-Bis(bromomethyl)-1,1′-biphenyl was used in the preparation of mononuclear rhodium(III) complex with a nine-membered S, S-chelate ring. It was also used in the preparation of 1,1′-binaphthyl-substituted α-aminoisobutyric acid, a new chiral atropoisomeric α,α-disubstituted glycine.

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Corr. 1B - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Novel α, α-disubstituted a-aminoacids with axial dissymmetry and their N-or C-protected derivatives.
Mazaleyrat J-P, et al.
Tetrahedron Asymmetry, 8(4), 619-631 (1997)
Nobuto Yoshinari et al.
Inorganic chemistry, 47(17), 7450-7452 (2008-08-07)
Treatment of fac-[Rh(aet) 3] (aet = 2-aminoethanethiolate) with 2,2'-bis(bromomethyl)-1,1'-biphenyl gave a mononuclear rhodium(III) complex with a nine-membered S, S-chelate ring, fac-[Rh(aet)(L)] (2+) ([ 1] (2+), L = 2,2'-bis(2-aminoethylthiomethyl)-1,1'-biphenyl). Complex [ 1] (2+) afforded a pair of atrop diastereomers, Delta SS(

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