2-BROMO-5-HYDROXYMETHYL-ANISOLE

2-BROMO-5-HYDROXYMETHYL-ANISOLE Property

Boiling point:

306.8±27.0 °C(Predicted)

Density 

1.513±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

14.04±0.10(Predicted)

form 

solid

color 

Faint orange/brown

Safety

HS Code 

2909498090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

2-BROMO-5-HYDROXYMETHYL-ANISOLE Chemical Properties,Usage,Production

Synthesis

The general procedure for the synthesis of 2-bromo-5-hydroxymethyl anisole from m-methoxybenzyl alcohol was as follows: to a solution of 3-methoxybenzyl alcohol (20.0 g, 145 mmol) in tetrahydrofuran (THF, 400 mL) was added N-bromosuccinimide (NBS, 26 g, 146 mmol). The reaction mixture was stirred at room temperature for 8 hours. After the reaction was completed, ether (500 mL) was added to dilute and the mixture was washed with deionized water (3 x 100 mL). The organic phase was dried with anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to afford 2-bromo-5-hydroxymethyl anisole (31.2 g, 99% yield), and the product was used directly in the next reaction without further purification.

References

[1] Patent: US9725406, 2017, B1. Location in patent: Page/Page column 7-8
[2] Tetrahedron, 2005, vol. 61, # 49, p. 11692 - 11696
[3] Patent: US2018/208604, 2018, A1. Location in patent: Paragraph 0201-0203
[4] Patent: US2010/4159, 2010, A1. Location in patent: Page/Page column 59; 64
[5] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 3, p. 1010 - 1014