| Identification | Back Directory | [Name]
METHYL 3-HYDROXY-2-NITROBENZOATE | [CAS]
89942-77-8 | [Synonyms]
METHYL 3-HYDROXY-2-NITROBENZOATE
3-Hydroxy-2-nitro-benzoic acid methyl ester
Benzoic acid, 3-hydroxy-2-nitro-, methyl ester
3-(Methoxycarbonyl)-2-nitrophenol, 2-Hydroxy-6-(methoxycarbonyl)nitrobenzene | [Molecular Formula]
C8H7NO5 | [MDL Number]
MFCD09951956 | [MOL File]
89942-77-8.mol | [Molecular Weight]
197.14 |
| Chemical Properties | Back Directory | [Melting point ]
108-110℃ | [Boiling point ]
310.0±22.0 °C(Predicted) | [density ]
1.432±0.06 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,2-8°C | [form ]
solid | [pka]
6.38±0.10(Predicted) | [color ]
Off white | [InChI]
InChI=1S/C8H7NO5/c1-14-8(11)5-3-2-4-6(10)7(5)9(12)13/h2-4,10H,1H3 | [InChIKey]
FHCNMPYMCKHBTK-UHFFFAOYSA-N | [SMILES]
C(OC)(=O)C1=CC=CC(O)=C1[N+]([O-])=O |
| Hazard Information | Back Directory | [Synthesis]
Sulfoxide chloride (SOCl2, 0.6 mL) was slowly added dropwise to anhydrous methanol (MeOH, 10 mL) at 0 °C. The reaction mixture was stirred continuously for 0.5 h at this temperature. Subsequently, 3-hydroxy-2-nitrobenzoic acid (0.6 g, 3.2 mmol) was added to the mixture. The reaction system was heated to reflux and maintained for 4 hours. The progress of the reaction was monitored by thin layer chromatography (TLC, unfolding agent ratio of petroleum ether: ethyl acetate = 1:1) to confirm the completion of the reaction. After completion of the reaction, the mixture was concentrated under vacuum to afford the target product methyl 2-nitro-3-hydroxybenzoate (0.63 g, 100% yield) as a brown solid. | [References]
[1] Patent: WO2007/125405, 2007, A2. Location in patent: Page/Page column 24; 72-73
[2] Nippon Kagaku Zasshi, 1953, vol. 74, p. 251
[3] Chem.Abstr., 1954, p. 3959
[4] Patent: US2002/52397, 2002, A1
[5] Patent: US5756510, 1998, A |
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