2-Bromo-4-methoxybenzenol Chemical Properties

Melting point:

47

Boiling point:

115 °C

Density 

1.585±0.06 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Room Temperature

form 

powder to crystal

pka

8.92±0.18(Predicted)

color 

White to Light yellow to Light orange

CAS DataBase Reference

17332-11-5(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

20/21/22-36/37/38

Safety Statements 

26-36/37/39

Hazard Note 

Irritant

HS Code 

29071990

2-Bromo-4-methoxybenzenol Usage And Synthesis

Chemical Properties

Off-white solid

Synthesis

General procedure for the synthesis of 2-bromo-4-methoxyphenol from p-hydroxyanisole: 2.6 mL (100 mMol) of bromine dissolved in 10 mL of carbon disulfide was slowly added dropwise to 12.4 g (100 mMol) of 4-methoxyphenol dissolved in 20 mL of carbon disulfide at 0 °C. The reaction temperature was maintained at 30 °C. After 30 min, 1 mL of bromine dissolved in 10 mL of carbon disulfide was added dropwise. The reaction temperature was maintained at 30 °C. After 30 min, 1 mL of the solution of bromine dissolved in 10 mL of carbon disulfide was added dropwise. After completion of the reaction, the mixture was concentrated under reduced pressure. The residue was dissolved in ether and washed sequentially with 100 mL of water and 100 mL of saturated aqueous sodium chloride. The organic phase was dried with magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography using a gradient elution with hexane containing 0 to 20% ethyl acetate. The fractions containing the target product were combined and concentrated under reduced pressure to give 11.6 g (57% yield) of 2-bromo-4-methoxyphenol as a crystalline solid.1H-NMR (CDCl3): δ 7.0 (d, 1H), 6.95 (d, 1H), 6.8 (dd, 1H), 5.15 (s, 1H), 3.75 (s, 3H).

References

[1] Organic Letters, 2004, vol. 6, # 4, p. 457 - 460
[2] Synthetic Communications, 2007, vol. 37, # 2, p. 323 - 328
[3] Chemistry - A European Journal, 2012, vol. 18, # 11, p. 3286 - 3291
[4] Chemical Communications, 2012, vol. 48, # 52, p. 6577 - 6579
[5] Patent: WO2013/97224, 2013, A1. Location in patent: Page/Page column 72

2-Bromo-4-methoxybenzenol(17332-11-5)Related Product Information

• 4-Methoxybenzyl cyanide
• 3-Bromophenol
• Guaiacol
• POLY(ETHYLENE GLYCOL) METHYL ETHER ACRYLATE
• Anisole
• (Trifluoromethoxy)benzene
• 2-Bromophenol
• p-Anisaldehyde
• 4-Methoxyphenol
• Bromine
• 1,4-Dibromo-2,5-dimethoxybenzene
• 4-BROMO-2,5-DIMETHOXYTOLUENE
• 4-Bromo-2,5-dimethoxybenzaldehyde
• 1-Bromo-2,5-dimethoxybenzene
• 4-BROMO-2,5-DIMETHOXYPHENETHYLAMINE HCL
• TETRADECABROMO-1,4-DIPHENOXYBENZENE
• 5- BROMO-2-METHOXYPHENOL
• 4-BROMO-2-METHOXYPHENOL