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ChemicalBook--->CAS DataBase List--->100487-82-9

100487-82-9

100487-82-9 Structure

100487-82-9 Structure
IdentificationBack Directory
[Name]

Methyl 2-(4-bromo-2-nitrophenyl)acetate
[CAS]

100487-82-9
[Synonyms]

Methyl 4-Bromo-2-nitrophenylacetae
Methyl4-bromo-2-nitrophenylacetate98%
4-Bromo-2-nitrobenzeneacetic acid methyl ester
(4-BroMo-2-nitro-phenyl)-acetic acid Methyl ester
Benzeneacetic acid, 4-broMo-2-nitro-, Methyl ester
4-Bromo-2-nitrophenylacetic acid methyl ester, 5-Bromo-2-(2-methoxy-2-oxoethyl)nitrobenzene
[Molecular Formula]

C9H8BrNO4
[MDL Number]

MFCD09027267
[MOL File]

100487-82-9.mol
[Molecular Weight]

274.07
Chemical PropertiesBack Directory
[Boiling point ]

331.7±27.0 °C(Predicted)
[density ]

1.609±0.06 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,Room Temperature
[Appearance]

Off-white to yellow Solid
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302+H312+H332-H315-H319-H335
[Precautionary statements ]

P280-P309+P311
[HS Code ]

2916391000
Spectrum DetailBack Directory
[Spectrum Detail]

Methyl 2-(4-bromo-2-nitrophenyl)acetate(100487-82-9)1HNMR
Hazard InformationBack Directory
[Synthesis]

Propanedioic acid, (4-broMo-2-nitrophenyl)-, diMethyl ester

100487-81-8

Methyl 2-(4-bromo-2-nitrophenyl)acetate

100487-82-9

GENERAL STEPS: To a stirred solution of 1,3-dimethyl 2-(4-bromo-2-nitrophenyl) malonate (20 g, 60.2 mmol) in dimethyl sulfoxide (DMSO, 200 mL) was added lithium chloride (5.11 g, 2 eq.) followed by water (1.1 mL, 1 eq.). The reaction mixture was stirred at 100°C for 2 days and then continued at room temperature for 4 days. Upon completion of the reaction, the mixture was poured into water and extracted with ethyl acetate (2 x 200 mL). The organic phases were combined, washed with saturated brine (2 x 200 mL) and dried over anhydrous sodium sulfate. After concentration under reduced pressure, the residue was purified by Combi-Flash column chromatography (eluent: ethyl acetate/hexane) to afford methyl 2-(4-bromo-2-nitrophenyl)acetate (12 g, 73% yield) as a light yellow solid.1H NMR (400 MHz, DMSO-d6) δ 8.30 (d, J = 2.1 Hz, 1H), 7.98 (dd, J = 8.2, 2.1 Hz, 1H), 7.56 (d, J = 8.2 Hz, 1H), 4.08 (s, 2H), 3.63 (s, 3H).LCMS-ESI (POS), m/z, [M + H]+: measured values 274.0 and 276.0.

[References]

[1] Synthesis, 1993, # 1, p. 51 - 53
[2] Journal of the American Chemical Society, 2013, vol. 135, # 2, p. 620 - 623
[3] Patent: WO2009/158011, 2009, A1. Location in patent: Page/Page column 59-60
[4] Patent: WO2009/85040, 2009, A1. Location in patent: Page/Page column 25-26
[5] Patent: US6350747, 2002, B1. Location in patent: Page column 48
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