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330647

Sigma-Aldrich

2,2′-Bis(bromomethyl)-1,1′-biphenyl

99%

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

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About This Item

Linear Formula:
BrCH2C6H4C6H4CH2Br
CAS Number:
38274-14-5
Molecular Weight:
340.05
MDL number:
MFCD00074910
UNSPSC Code:
12352100
PubChem Substance ID:
24859399
NACRES:
NA.22

Quality Level

100

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
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H314,H335

Hazard Classifications

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

Target Organs

Respiratory system

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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676438

2,2′-Dibromo-1,1′-binaphthyl

3,3'-BIS-BROMOMETHYL-BIPHENYL AldrichCPR

S293741

3,3'-BIS-BROMOMETHYL-BIPHENYL

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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