| | Identification | More |  | [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
 | 
 | Safety Data | Back 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
 | 
 | Hazard Information | Back 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] 
 
 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
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