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211478

Sigma-Aldrich

1-Bromo-2,4-dimethylbenzene

97%

Synonym(s):

4-Bromo-m-xylene

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About This Item

Linear Formula:
(CH3)2C6H3Br
CAS Number:
Molecular Weight:
185.06
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

form

liquid

refractive index

n20/D 1.551 (lit.)

bp

214 °C (lit.)

density

1.37 g/mL at 25 °C (lit.)

functional group

bromo

SMILES string

Cc1ccc(Br)c(C)c1

InChI

1S/C8H9Br/c1-6-3-4-8(9)7(2)5-6/h3-5H,1-2H3

InChI key

YSFLQVNTBBUKEA-UHFFFAOYSA-N

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General description

Gold-catalyzed coupling reaction of pyrazine with 1-bromo-2,4-dimethylbenzene has been reported. 1-Bromo-2,4-dimethylbenzene reacts with Mg and DMF, followed by the reaction with I2 and aq.NH3 to afford the corresponding aromatic nitrile.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

174.2 °F - closed cup

Flash Point(C)

79 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Gold (I)-catalyzed direct C-H arylation of pyrazine and pyridine with aryl bromides.
Li M and Hua R.
Tetrahedron Letters, 50(13), 1478-1481 (2009)
Transformation of aromatic bromides into aromatic nitriles via formations of grignard reagents and their DMF adducts.
Ishii G, et al.
Tetrahedron Letters, 52(18), 2404-2406 (2011)

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