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125911

Sigma-Aldrich

α,α′-Dibromo-m-xylene

97%

Synonym(s):

1,3-Bis(bromomethyl)benzene, m-Xylylene dibromide

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About This Item

Linear Formula:
C6H4(CH2Br)2
CAS Number:
626-15-3
Molecular Weight:
263.96
Beilstein:
971085
EC Number:
210-931-6
MDL number:
MFCD00000178
UNSPSC Code:
12352100
PubChem Substance ID:
24847686
NACRES:
NA.22

Assay

97%

form

solid

bp

135-140 °C/20 mmHg (lit.)

mp

74-77 °C (lit.)

SMILES string

BrCc1cccc(CBr)c1

InChI

1S/C8H8Br2/c9-5-7-2-1-3-8(4-7)6-10/h1-4H,5-6H2

InChI key

OXHOPZLBSSTTBU-UHFFFAOYSA-N

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General description

α,α′-Dibromo-m-xylene can cross-link and cyclize peptides containing two cysteine residues.

Application

α,α′-Dibromo-m-xylene has been used in preparation of four novel dinuclear half-titanocenes with meta- and orthoxylene bridges as new metallocenes. It was used in the synthesis of dissymmetrical bis-macrocyclic salt.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

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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Florian P Seebeck et al.
Journal of the American Chemical Society, 128(22), 7150-7151 (2006-06-01)
Dehydroalanine is a nonproteinogenic amino acid, but it is a component of a wide variety of natural products with therapeutic activities. Indeed, this alpha,beta-unsaturated residue is a highly versatile building block due to its rigidifying effect on peptide backbones and
Bis-aminals: efficient tools for bis-macrocycle synthesis.
Le Baccon M, et al.
New. J. Chem., 25(9), 1168-1174 (2001)
Preparation of new dinuclear half-titanocene complexes with ortho- and meta-xylene linkages and investigation of styrene polymerization.
Linh NTB, et al.
Journal of Organometallic Chemistry, 694(21), 3438-3443 (2009)

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