| 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 | [Storage Class]
10 - Combustible liquids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| 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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