Methyl 2-bromo-5-fluorobenzoate Chemical Properties

Boiling point:

247.5±25.0 °C(Predicted)

Density 

1.577±0.06 g/cm3(Predicted)

refractive index 

1.5350 to 1.5390

storage temp. 

Sealed in dry,Room Temperature

form 

clear liquid

color 

Colorless to Light yellow to Light orange

Safety Information

Hazard Codes 

Xi

Hazard Note 

Irritant

HS Code 

2916399090

Methyl 2-bromo-5-fluorobenzoate Usage And Synthesis

Uses

Methyl 2-bromo-5-fluorobenzoate is a fluorine-bromine substituted compound that has been widely used in the field of organic synthesis.

Synthesis

Procedure for the synthesis of methyl 2-bromo-5-fluorobenzoate (159-1): trimethylsilylated diazomethane (338 mL, 676 mmol, 2.0 M ether solution) was slowly added dropwise to a stirring methanol (676 mL) solution of 2-bromo-5-fluorobenzoic acid (74 g, 338 mmol) at 0 °C until the reaction solution took on a persistent yellow color. Subsequently, acetic acid was added dropwise until the yellow color completely faded. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure. The residue was dissolved in dichloromethane and filtered through a silica gel column, eluting with dichloromethane. Finally, the solvent was removed from the eluate by reduced pressure distillation to give 77 g (98% yield) of methyl 2-bromo-5-fluorobenzoate (159-1) as a yellow oil.

References

[1] Patent: WO2008/51532, 2008, A1. Location in patent: Page/Page column 52-53
[2] Patent: WO2009/54925, 2009, A1. Location in patent: Page/Page column 20

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