2,4,6-Trimethybromombenzene Chemical Properties

Melting point:

2 °C(lit.)

Boiling point:

225 °C(lit.)

Density 

1.301 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.552(lit.)

Flash point:

205 °F

storage temp. 

Sealed in dry,Room Temperature

form 

Liquid

color 

Clear colorless to very slightly yellow

Water Solubility 

Insoluble in water(20°C) .

Sensitive 

Light Sensitive

BRN 

1907245

InChI

InChI=1S/C9H11Br/c1-6-4-7(2)9(10)8(3)5-6/h4-5H,1-3H3

InChIKey

RRTLQRYOJOSPEA-UHFFFAOYSA-N

SMILES

C1(C)=CC(C)=CC(C)=C1Br

CAS DataBase Reference

576-83-0(CAS DataBase Reference)

NIST Chemistry Reference

Benzene, 2-bromo-1,3,5-trimethyl-(576-83-0)

EPA Substance Registry System

2-Bromomesitylene (576-83-0)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36-36/37/39-23

WGK Germany 

3

TSCA 

Yes

HS Code 

29036990

MSDS

• Language:English Provider:1-Bromomesitylene
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

2,4,6-Trimethybromombenzene Usage And Synthesis

Chemical Properties

colorless liquid

Uses

2-Bromomesitylene is a useful synthetic intermediate, Aromatics, Boron Derivatives, Catalyst. It is an intermediate used to prepare Hydrogen[4-[bis(2,4,6-trimethylphenyl)phosphino]-2,3,5,6-tetrafluorophenyl]hydrobis(2,3,4,5,6-pentafluorophenyl)borate (H714510) which is a frustrated phosphonium borate for metal-free catalytic hydrogenation of imines.

Synthesis

The general procedure for the synthesis of 2-bromo-1,3,5-trimethylbenzene from 1,3,5-trimethylbenzene was as follows: N-bromosuccinimide (NBS, 1.0 mmol) and Catalyst 1 (0.1 or 1 mol% Au based on the substrate) were accurately weighed and added to 10 mL of a sealed reaction vessel, followed by 1,2-dichloroethane (DCE, 2 mL) and 1,3,5- trimethylbenzene (1.0 mmol). The reaction mixture was stirred at a set temperature for a specified time. Upon completion of the reaction, the catalyst was removed by separation using a magnet, followed by concentration of the reaction solution under reduced pressure and final purification by column chromatography to afford the target product 2-bromo-1,3,5-trimethylbenzene.

References

[1] Journal of Organic Chemistry, 1993, vol. 58, # 11, p. 3072 - 3075
[2] Tetrahedron, 2009, vol. 65, # 22, p. 4429 - 4439
[3] Angewandte Chemie - International Edition, 2010, vol. 49, # 11, p. 2028 - 2032
[4] Tetrahedron Letters, 2013, vol. 54, # 9, p. 1063 - 1066
[5] Synthesis, 2002, # 2, p. 169 - 171

2,4,6-Trimethybromombenzene (576-83-0)Related Product Information

• Mesityl oxide
• Trityl candesartan
• 4-Bromomethylbenzoic acid
• Sodium bromate
• 4'-(Trifluoromethyl)acetophenone
• Rocuronium bromide
• Ethidium bromide
• 5-Methyl-1H-benzotriazole
• 3-(Trifluoromethyl)benzoic acid
• 3-(Trifluoromethyl)benzaldehyde
• 2-(Trifluoromethyl)benzaldehyde
• Tolyltriazole
• Allyl bromide
• Mesitylene
• Bromine
• TRIMETHYL PHLOROGLUCINOL
• Methyl bromide
• 2,4-DIBROMOMESITYLENE