4-Bromo-3,5-dimethylphenol Chemical Properties

Melting point:

113-115 °C(lit.)

Boiling point:

195.33°C (rough estimate)

Density 

1.3646 (rough estimate)

refractive index 

1.5650 (estimate)

storage temp. 

Sealed in dry,Room Temperature

pka

9?+-.0.23(Predicted)

form 

Crystals or Powder

color 

Colorless to slightly pink

BRN 

2207127

InChI

InChI=1S/C8H9BrO/c1-5-3-7(10)4-6(2)8(5)9/h3-4,10H,1-2H3

InChIKey

WMUWDPLTTLJNPE-UHFFFAOYSA-N

SMILES

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

CAS DataBase Reference

7463-51-6(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-37/39

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29081990

MSDS

• Language:English Provider:4-Bromo-3,5-xylenol
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

4-Bromo-3,5-dimethylphenol Usage And Synthesis

Chemical Properties

COLORLESS TO SLIGHTLY PINK CRYSTALS OR POWDER

Uses

4-Bromo-3,5-dimethylphenol is used as a reactant in the synthesis of chromen-4-one and isoflavone scaffolds.

Synthesis

General procedure for the synthesis of 4-bromo-3,5-dimethylphenol from 3,5-dimethylphenol: To a mixture of 3,5-dimethylphenol (0.7 mmol) was added a dichloromethane (30 mL)-methanol (15 mL) solution of brominating agent (1) (0.72 g, 0.7 mmol). The reaction mixture was stirred at room temperature until the orange solution faded. The progress of the reaction was monitored by thin layer chromatography (TLC) (eluent: hexane/ethyl acetate, 7:3). After completion of the reaction, the solvent was evaporated and ether (10 mL) was added to the residue. The supernatant was decanted and the insoluble residue was washed with ether (3 x 10 mL). The ether extracts were combined, dried with magnesium sulfate, and the solvent was evaporated under vacuum to obtain the crude 4-bromo-3,5-dimethylphenol. The target product was purified by silica gel fast column chromatography (eluent: hexane/ethyl acetate, 7:3).

References

[1] Canadian Journal of Chemistry, 2009, vol. 87, # 2, p. 440 - 447
[2] Bulletin of the Chemical Society of Japan, 1987, vol. 60, # 11, p. 4187 - 4189
[3] Synlett, 2011, # 15, p. 2265 - 2269
[4] Journal of the Iranian Chemical Society, 2016, vol. 13, # 11, p. 2019 - 2028
[5] Tetrahedron, 2007, vol. 63, # 34, p. 8242 - 8249

4-Bromo-3,5-dimethylphenol(7463-51-6)Related Product Information

• 2,5-Dimethylphenol
• Xylenol
• 3-Bromoanisole
• Bromocresol green
• 3,5-Dimethylphenol
• Bromocresol Purple
• 4-BROMO-3,5-DIMETHYLANILINE
• 4-BROMO-3,5-DIMETHYL-BENZONITRILE
• Poly(2,6-dibromophenol oxide)
• Bromine
• BDMC
• 4-BROMO-3,5-DIMETHYLANISOLE
• 4,4'-(3H-2,1-benzoxathiol-3-ylidene)bis[3-bromo-2,5-dimethylphenol] S,S-dioxide
• 4-Bromo-2,6-dimethylphenol
• Cresol
• 4-Bromophenol
• (4-BROMO-3,5-DIMETHYL)PHENYL BENZYL ETHER
• 3,5-DIBROMO-2-HYDROXY-4,6-DIMETHYL-BENZALDEHYDE