ChemicalBook--->CAS DataBase List--->583-70-0

583-70-0

583-70-0 Structure

583-70-0 Structure
IdentificationMore
[Name]

2,4-Dimethylbromobenzene
[CAS]

583-70-0
[Synonyms]

1-BROMO-2,4-DIMETHYLBENZENE
2,4-DIMETHYLBROMOBENZENE
4-BROMO-1,3-DIMETHYLBENZENE
4-BROMO-M-XYLENE
1,3-Dimethyl-4-bromobenzene
1-bromo-2,4-dimethyl-benzen
m-Xylene, 4-bromo-
4-Bromo-1,3-dimethylbenzene~2,4-Dimethylbromobenzene
4-BROMO-M-XYLENE 97%
4-BROMO-M-XYLENE, TECH., 90%
4-Bromo-m-xylene,97%
4-Bromo-m-xylene,98%
BENZENE,1-BROMO-2,4-DIMETHYL
4-Bromo-m-xylene, 85%, tech.
4-BROMO-M-XYLENE, TECH. APPROX. 70%, REMAINDER 2-BROMO-M-XYLENE
[EINECS(EC#)]

209-517-8
[Molecular Formula]

C8H9Br
[MDL Number]

MFCD00000071
[Molecular Weight]

185.06
[MOL File]

583-70-0.mol
Chemical PropertiesBack Directory
[Appearance]

Clear colourless to light yellow liquid
[Melting point ]

-17°C
[Boiling point ]

214 °C(lit.)
[density ]

1.37 g/mL at 25 °C(lit.)
[refractive index ]

n20/D 1.551(lit.)
[Fp ]

174 °F
[storage temp. ]

Sealed in dry,Room Temperature
[Water Solubility ]

Insoluble in water
[form ]

Liquid
[color ]

Clear colorless
[InChI]

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

YSFLQVNTBBUKEA-UHFFFAOYSA-N
[SMILES]

Cc1ccc(Br)c(C)c1
[CAS DataBase Reference]

583-70-0(CAS DataBase Reference)
[NIST Chemistry Reference]

Benzene, 1-bromo-2,4-dimethyl-(583-70-0)
[EPA Substance Registry System]

583-70-0(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection .
[WGK Germany ]

3
[TSCA ]

Yes
[HazardClass ]

IRRITANT
[HS Code ]

29039990
[Storage Class]

10 - Combustible liquids
[Hazard Classifications]

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Raw materials And Preparation ProductsBack Directory
[Raw materials]

2,4-Dimethylphenyl Trifluoromethanesulfonate-->2,4-Dimethylbenzoic acid-->1,5-Dibromo-2,4-dimethylbenzene-->1,2-Dichloroethane-->N-Bromosuccinimide-->4-Bromo-o-xylene-->METHYL FLUORIDE-->3-Methylbenzyl bromide-->4-Bromotoluene-->m-Xylene
[Preparation Products]

4-BROMO-3-METHYLBENZAMIDE-->Methyl 4-bromo-3-methylbenzoate-->1-ETHYNYL-2,4-DIMETHYL-BENZENE-->2-Bromo-m-xylene-->4-CHLORO-M-XYLENE-->1-BROMO-2,4-DIMETHYL-5-NITROBENZENE
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

4-Bromo-1,3-dimethylbenzene(583-70-0).msds
Hazard InformationBack Directory
[Chemical Properties]

Clear colourless to light yellow liquid
[Uses]

4-Bromo-m-xylene is synthesized by the bromination of alkylbenzene substrates by N-bromosuccinimide.
[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.
[Synthesis]

m-Xylene

108-38-3

2,4-Dimethylbromobenzene

583-70-0

General procedure for the synthesis of 2,4-dimethylbromobenzene from m-xylene: N-bromosuccinimide (NBS, 1.0 mmol) and Catalyst 1 (gold loading of 0.1 or 1 mol% of the substrate) were accurately weighed and added to a 10 mL sealed reaction vessel, followed by 1,2-dichloroethane (DCE, 2 mL) and m-xylene (1.0 mmol). The reaction mixture was stirred at a set temperature for a specified time. After completion of the reaction, the catalyst was separated using a magnet and the reaction solution was concentrated under reduced pressure and purified by column chromatography.

[References]

[1] Russian Journal of Applied Chemistry, 2006, vol. 79, # 6, p. 949 - 956
[2] Canadian Journal of Chemistry, 2009, vol. 87, # 2, p. 440 - 447
[3] Tetrahedron Letters, 2013, vol. 54, # 9, p. 1063 - 1066
[4] Russian Journal of Organic Chemistry, 2005, vol. 41, # 11, p. 1631 - 1636
[5] Catalysis Letters, 2012, vol. 142, # 3, p. 378 - 383
Spectrum DetailBack Directory
[Spectrum Detail]

2,4-Dimethylbromobenzene(583-70-0)MS
2,4-Dimethylbromobenzene(583-70-0)1HNMR
2,4-Dimethylbromobenzene(583-70-0)13CNMR
2,4-Dimethylbromobenzene(583-70-0)IR1
2,4-Dimethylbromobenzene(583-70-0)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

4-Bromo-m-xylene, tech., 85%(583-70-0)
[Alfa Aesar]

4-Bromo-m-xylene, 97%(583-70-0)
[Sigma Aldrich]

583-70-0(sigmaaldrich)
[TCI AMERICA]

4-Bromo-m-xylene,>95.0%(GC)(583-70-0)
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