Basic information Safety Supplier Related

Methyl 2-bromo-6-methylbenzoate

Basic information Safety Supplier Related

Methyl 2-bromo-6-methylbenzoate Basic information

Product Name:
Methyl 2-bromo-6-methylbenzoate
Synonyms:
  • 2-BROMO-6-METHYLBENZOIC ACID METHYL ESTER
  • Methyl 2-bromo-6-methylbenzoate
  • Methyl 6-bromo-o-toluate, 3-Bromo-2-(methoxycarbonyl)toluene
  • Benzoic acid, 2-broMo-6-Methyl-, Methyl ester
CAS:
99548-56-8
MF:
C9H9BrO2
MW:
229.07
Product Categories:
  • Pharmaceutical intermediate
  • Aromatic Esters
Mol File:
99548-56-8.mol
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Methyl 2-bromo-6-methylbenzoate Chemical Properties

Boiling point:
141 °C(Press: 21 Torr)
Density 
1.433±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
Appearance
Colorless to light yellow Liquid
InChI
InChI=1S/C9H9BrO2/c1-6-4-3-5-7(10)8(6)9(11)12-2/h3-5H,1-2H3
InChIKey
DDJSNWUTQDNGIZ-UHFFFAOYSA-N
SMILES
C(OC)(=O)C1=C(C)C=CC=C1Br
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Safety Information

HS Code 
2916399090
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Methyl 2-bromo-6-methylbenzoate Usage And Synthesis

Synthesis

67-56-1

90259-31-7

99548-56-8

To a dichloromethane (50 mL) suspension of 2-bromo-6-methylbenzoic acid (5.05 g, 23.48 mmol) was sequentially added oxalyl chloride (2.67 mg, 30.5 mmol) and N,N-dimethylformamide (DMF, 2 drops) at room temperature. The reaction mixture was stirred at room temperature for 2 hours and then concentrated under reduced pressure to remove the solvent. Methanol (10 mL) was added to the resulting residue and stirring was continued overnight. Upon completion of the reaction, the reaction mixture was concentrated under reduced pressure. To the concentrated residue was added saturated aqueous sodium bicarbonate (20 mL) and the mixture was extracted with ethyl acetate. The organic layer was dried with anhydrous magnesium sulfate and the solvent was removed under reduced pressure. The resulting methyl 2-bromo-6-methylbenzoate (5.04 g, 94% yield) was used directly in the subsequent reaction without further purification.

References

[1] Patent: EP2455370, 2012, A1. Location in patent: Page/Page column 101
[2] Patent: WO2007/47646, 2007, A2. Location in patent: Page/Page column 52

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