3-Bromo-4,5-dimethylphenol Chemical Properties

Melting point:

103 °C

Boiling point:

271.9±35.0 °C(Predicted)

Density 

1.471±0.06 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Room Temperature

pka

9.43±0.23(Predicted)

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

Uses

3-Bromo-4,5-dimethylphenol is a phenolic compound with an electrophilic bromine atom and two methyl groups on its benzene ring structure. This compound is used as an organic synthesis intermediate and can be used to prepare other phenolic derivatives or activity inhibitors.

Synthesis

General procedure for the synthesis of 3-bromo-4,5-dimethylphenol from 1-bromo-2,3-dimethylbenzene: In a sealed tube, DPPE (0.431 g, 1.08 mmol), 4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1.73 g, 13.5 mmol), (1,5-cyclooctadien-1-η5-indenyliridium(I) ( 0.449 g, 1.08 mmol) and 1-bromo-2,3-dimethylbenzene (1.00 g, 5.40 mmol) were dissolved in cyclohexane (6 mL) and the reaction was carried out at 100 °C for 50 hours. After completion of the reaction, the reaction mixture was concentrated and dissolved in acetone (5 mL), Oxone (3.32 g, 5.40 mmol) was added and stirred for 10 minutes. The reaction was quenched with saturated NaHSO3 solution and extracted with dichloromethane (DCM, 3 x 20 ml). The organic phases were combined, washed sequentially with saturated saline and deionized water and concentrated. The crude product was purified by silica gel column chromatography to afford 3-bromo-4,5-dimethylphenol (238 mg, 1.18 mmol, 22% yield) using dichloromethane as eluent.

References

[1] Patent: WO2017/201161, 2017, A1. Location in patent: Paragraph 0830
[2] Journal of the American Chemical Society, 2003, vol. 125, # 26, p. 7792 - 7793

3-Bromo-4,5-dimethylphenol(71942-14-8)Related Product Information

• Acetic acid 4-chloro-3-Methylphenyl ester
• 3-broMo-5-iodo-phenol
• 2-hydroxy-4-Methoxytoluene
• 4-IODO-2-METHOXYPHENOL
• Phenol, 4-amino-2-chloro-6-fluoro-
• 3-AMINO-5-CHLOROPHENOL
• 3-FLUORO-5-METHOXY-PHENOL
• 4-BROMO-2-FLUORO-5-NITROPHENOL
• 4-BROMO-2-METHYL-6-NITROPHENOL
• 3-fluoro-2-trifluoromethylphenol
• 3-METHOXY-5-METHYLPHENOL
• 3,4-Difluoro-6-Nitrophenol
• 4-BROMO-3-(TRIFLUOROMETHOXY)PHENOL
• 3-methyl-4-(trifluoromethyl)phenol
• 4,5-Dichloro-2-methylphenol
• 2-BROMO-4-(TRIFLUOROMETHOXY)PHENOL
• 3-fluoro-4-methyl-2-nitrophenol
• 3-Chloro-5-(trifluoromethoxy)phenol