5-Bromo-m-xylene Chemical Properties

Melting point:

-20.49°C (estimate)

Boiling point:

202-204 °C(lit.)

Density 

1.362 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.549(lit.)

Flash point:

189 °F

storage temp. 

Sealed in dry,Room Temperature

solubility 

Miscible with tetrahydrofuran.

form 

Liquid

Specific Gravity

1.362

color 

Clear colorless to light yellow

BRN 

1926375

InChI

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

InChIKey

LMFRTSBQRLSJHC-UHFFFAOYSA-N

SMILES

C1(Br)=CC(C)=CC(C)=C1

CAS DataBase Reference

556-96-7(CAS DataBase Reference)

NIST Chemistry Reference

Benzene, 1-bromo-3,5-dimethyl-(556-96-7)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38-22

Safety Statements 

26-36/37/39-37/39

WGK Germany 

3

Hazard Note 

Irritant

HS Code 

29036990

MSDS

• Language:English Provider:5-Bromo-m-xylene
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5-Bromo-m-xylene Usage And Synthesis

Chemical Properties

white to light yellow crystal powder

Uses

5-Bromo-m-xylene has been used in the synthesis of substituted 2,2′-bis(diphenylphosphanylmethyl)-1,1′-binaphthyl derivatives.

Uses

5-Bromo-m-xylene is used in the preparation of substituted 2,2'-bis(diphenylphosphanylmethyl)-1,1'-binaphthyl derivatives. It is also used to prepare o-tolyl-3,5-xylyl ether by reacting with o-cresol. Further, it is an organic building block used in the synthesis of various chemicals as well as in the preparation of tri-o-tolylphosphine.

Uses

1-Bromo-3,5-dimethylbenzene has been used in the synthesis of substituted 2,2′-bis(diphenylphosphanylmethyl)-1,1′-binaphthyl derivatives.

General Description

Palladium catalyzed carbon-oxygen coupling of 1-bromo-3,5-dimethylbenzene and o-cresol to potassium hydroxide to produce o-tolyl-3,5-xylyl ether has been reported.

Synthesis

General procedure for the synthesis of 3,5-dimethylbromobenzene from 3,5-dimethylphenylboronic acid: KX (X = I, Br) (0.2 mmol), 3,5-dimethylphenylboronic acid (0.3 mmol), CuBr2 (4.5 mg, 10 mol%), 1,10-phenanthroline (7.2 mg, 20 mol%), and DMF (2 mL). The reaction mixture was stirred at 80 °C or 130 °C for the reaction. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure and the residue was purified by rapid column chromatography on silica gel to afford the target product 3,5-dimethylbromobenzene.

References

[1] Tetrahedron Letters, 2011, vol. 52, # 16, p. 1993 - 1995

5-Bromo-m-xylene(556-96-7)Related Product Information

• Bromoxynil
• 3-Bromoanisole
• Decabromodiphenyl Ethane
• 4'-Bromopropiophenone
• 4-Bromobenzaldehyde
• m-Xylene
• Benzbromarone
• Benzyldodecyldimethylammonium bromide
• Musk xylene
• Bromoxynil octanoate
• Xylene
• 2-Bromofluorobenzene
• Bromine
• 2-BROMO-M-XYLENE / 1-BROMO-2,6-DIMETHYLBENZENE,2-Bromo-m-xylene, 98+%,2-BROMO-META-XYLENE,2-BROMO-M-XYLENE
• 3-BROMO-O-XYLENE,3-Bromo-ortho-xylene,3-Bromo-o-xylene,99%,3-BROMO-O-XYLENE 99%
• à-bromo-m-xylene,α-bromo-m-xylene,A-BROMO-M-XYLENE,ALPHA-BROMO-M-XYLENE,omega-bromo-m-xylen
• 1-BROMO-2,3,5,6-TETRAMETHYLBENZENE
• Bromoxylenol Blue