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Merck
CN

125911

α,α′-Dibromo-m-xylene

greener alternative

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:
Molecular Weight:
263.96
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
210-931-6
Beilstein/REAXYS Number:
971085
MDL number:
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Product Name

α,α′-Dibromo-m-xylene, 97%

InChI key

OXHOPZLBSSTTBU-UHFFFAOYSA-N

InChI

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

SMILES string

BrCc1cccc(CBr)c1

assay

97%

form

solid

greener alternative product score

old score: 10
new score: 6
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greener alternative product characteristics

Waste Prevention
Atom Economy
Safer Solvents and Auxiliaries
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

bp

135-140 °C/20 mmHg (lit.)

mp

74-77 °C (lit.)

functional group

bromo

greener alternative category

Quality Level

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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.

General description

α,α′-Dibromo-m-xylene can cross-link and cyclize peptides containing two cysteine residues.
We are committed to bringing you Greener Alternative Products, which adhere to one of the four categories of Greener Alternatives. This product belongs to category of Re-engineered products, showing key improvements in Green Chemistry Principles “Waste Prevention”, “Atom Economy” and “Safer Solvents and Auxiliaries”. Click here to view its DOZN scorecard.

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Hazard Classifications

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

target_organs

Respiratory system

Storage Class

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

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


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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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