1-(2-fluoro-3-hydroxy-6-nitrophenyl)propan-2-one

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1-(2-fluoro-3-hydroxy-6-nitrophenyl)propan-2-one Basic information
Uses
Product Name:1-(2-fluoro-3-hydroxy-6-nitrophenyl)propan-2-one
Synonyms:1-(2-fluoro-3-hydroxy-6-nitrophenyl)propan-2-one;2-Fluoro-3-hydroxy-6-nitrophenylacetone;2-Propanone, 1-(2-fluoro-3-hydroxy-6-nitrophenyl)-;FMX15115-A4;1-(2-Fluoro-3-hydroxy-6-nitrophenyl);CEDI-005
CAS:649736-31-2
MF:C9H8FNO4
MW:213.16
EINECS:613-732-6
Product Categories:
Mol File:649736-31-2.mol
1-(2-fluoro-3-hydroxy-6-nitrophenyl)propan-2-one Structure
1-(2-fluoro-3-hydroxy-6-nitrophenyl)propan-2-one Chemical Properties
Boiling point 353.0±42.0 °C(Predicted)
density 1.417±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
pka5.58±0.24(Predicted)
form Solid
InChIInChI=1S/C9H8FNO4/c1-5(12)4-6-7(11(14)15)2-3-8(13)9(6)10/h2-3,13H,4H2,1H3
InChIKeyIPRZVDNMKMONNN-UHFFFAOYSA-N
SMILESC(C1=C([N+]([O-])=O)C=CC(O)=C1F)C(=O)C
CAS DataBase Reference649736-31-2
Safety Information
HS Code 2914790090
MSDS Information
1-(2-fluoro-3-hydroxy-6-nitrophenyl)propan-2-one Usage And Synthesis
Uses1-(2-fluoro-3-hydroxy-6-nitrophenyl)propan-2-one (cas# 649736-31-2) is a useful research chemical.
Synthesis
3-Acetylmethyl-1,2-difluoro-4-nitrobenzene

121247-16-3

1-(2-fluoro-3-hydroxy-6-nitrophenyl)propan-2-one

649736-31-2

Step 3b: A mixture of 1-(2,3-difluoro-6-nitrophenyl)propan-2-one (Compound 302, 4.30 g, 0.02 mol), sodium acetate (AcONa, 1.72 g, 0.021 mol) and N,N-dimethylformamide (DMF, 40 mL) was stirred and reacted for 12 hours at 100 °C. After completion of the reaction, the mixture was filtered and the solvent was removed by distillation under reduced pressure. The residue was extracted with ethyl acetate (100 mL) and the organic layer was washed sequentially with water and saturated saline, dried over anhydrous magnesium sulfate (MgSO) and concentrated. The crude product was purified by silica gel column chromatography (eluent: ethyl acetate/petroleum ether = 1/1) to afford 1-(2-fluoro-3-hydroxy-6-nitrophenyl)propan-2-one (Compound 303, 2.3 g, 54%) as a light yellow solid.LCMS: 214 [M + 1] ; 1H NMR (DMSO-d6): δ 2.30 (s, 3H), 4.26 (s, 2H), 7.67 (m, 1H), 8.05 (m, 1H).

References[1] Patent: US2009/76044, 2009, A1. Location in patent: Page/Page column 27-28
[2] Organic Process Research and Development, 2014, vol. 18, # 1, p. 89 - 102
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