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α,α′-Dibromo-m-xylene

Name: α,α′-Dibromo-<I>m</I>-xylene
Brand: ALDRICH

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

Quality Level

200

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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Related Categories

Organic Building Blocks

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

GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Precautionary Statements

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

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

Target Organs

Respiratory system

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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Ribosomal synthesis of dehydroalanine-containing peptides.

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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