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2-bromo-5-methylbenzaldehyde

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2-bromo-5-methylbenzaldehyde Basic information
Product Name:2-bromo-5-methylbenzaldehyde
Synonyms:2-bromo-5-methylbenzaldehyde;2-BroMo-5-Methylbenzaldehyde, 95+%;Bromo-5-methylbenzaldehyde;Benzaldehyde, 2-bromo-5-methyl-
CAS:90221-55-9
MF:C8H7BrO
MW:199.04
EINECS:
Product Categories:
Mol File:90221-55-9.mol
2-bromo-5-methylbenzaldehyde Structure
2-bromo-5-methylbenzaldehyde Chemical Properties
Melting point 43 °C
Boiling point 253.2±20.0℃ (760 Torr)
density 1.490±0.06 g/cm3 (20 ºC 760 Torr)
Fp 89.5±9.1℃
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
solubility soluble in Methanol
form powder to crystal
color White to Light yellow
Safety Information
HS Code 2913000090
MSDS Information
2-bromo-5-methylbenzaldehyde Usage And Synthesis
Chemical PropertiesPale yellow powder
Uses2-bromo-5-methylbenzaldehyde is an aldehyde organic compound used in organic synthesis.
Synthesis
2-bromo-N-methoxy-N,5-dimethylbenzamide

1048108-06-0

2-bromo-5-methylbenzaldehyde

90221-55-9

The general procedure for the synthesis of 2-bromo-5-methylbenzaldehyde using 2-bromo-N-methoxy-N,5-dimethylbenzamide as starting material was as follows: 2-bromo-N-methoxy-N,5-dimethylbenzamide (656 mg, 2.54 mmol) was dissolved in tetrahydrofuran (THF, 20 mL). The reaction system was cooled to -78 °C, followed by the slow addition of 1.0 M solution of diisobutylaluminum hydride (DIBAL-H) (7.62 mL, 7.62 mmol). The reaction temperature was maintained at -78 °C with stirring for 1 hour. Upon completion of the reaction, the reaction was quenched with acetone and stirred at room temperature with the addition of Rochelle salt solution. The reaction mixture was extracted with dichloromethane (DCM). The organic phases were combined, dried with anhydrous sodium sulfate (Na2SO4), filtered and concentrated under reduced pressure to afford the target product 2-bromo-5-methylbenzaldehyde (500 mg, 99% yield) as a colorless oil. It was analyzed by liquid chromatography-mass spectrometry (LC-MS), and its molecular ion peak (M + H)+ was 199.21.

References[1] Patent: US2008/194535, 2008, A1. Location in patent: Page/Page column 31
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