| Identification | More | [Name]
2-Chloro-5-nitronicotinic acid | [CAS]
42959-38-6 | [Synonyms]
2-CHLORO-5-NITRONICOTINIC ACID
2-CHLORO-5-NITROPYRIDINE-3-CARBOXYLIC ACID
2-Chloro-5-nitro-3-pyridinecarboxylic acid | [EINECS(EC#)]
214-589-6 | [Molecular Formula]
C6H3ClN2O4 | [MDL Number]
MFCD06658402 | [Molecular Weight]
202.55 | [MOL File]
42959-38-6.mol |
| Chemical Properties | Back Directory | [Melting point ]
140-143℃ | [Boiling point ]
384.8±42.0 °C(Predicted) | [density ]
1.702±0.06 g/cm3(Predicted) | [storage temp. ]
Store at room temperature | [form ]
Solid | [pka]
1.57±0.10(Predicted) | [color ]
White to yellow | [Sensitive ]
Moisture Sensitive | [InChI]
InChI=1S/C6H3ClN2O4/c7-5-4(6(10)11)1-3(2-8-5)9(12)13/h1-2H,(H,10,11) | [InChIKey]
WOFZRBCITDVRON-UHFFFAOYSA-N | [SMILES]
C1(Cl)=NC=C([N+]([O-])=O)C=C1C(O)=O | [CAS DataBase Reference]
42959-38-6(CAS DataBase Reference) |
| Questions And Answer | Back Directory | [Application]
2-Chloro-5-nitronicotinic acid is a chemical intermediate used in the synthesis of pesticides and pharmaceuticals. For example, Rhône-Poulenc Agribusiness in France uses it to synthesize novel herbicides. |
| Hazard Information | Back Directory | [Synthesis]
2-Hydroxy-5-nitro-nicotinic acid (2.7 mmol) in a mixture of NJV- dimethylformamide (2.7 mmol) and thionyl chloride (5 ml) was heated at 80 0C for 1 h. The mixture was allowed to cool and concentrated in a vacuum. To the resulting residue, ice water (20 ml) was added, and with vigorous stirring, a precipitate formed. The precipitate was filtered off and dried in a vacuum oven to give a white solid 2-Chloro-5-nitronicotinic acid (68 percent).
| [References]
[1] Journal of Medicinal Chemistry, 1992, vol. 35, # 10, p. 1887 - 1897
[2] Beilstein Journal of Organic Chemistry, 2009, vol. 5,
[3] Patent: EP904262, 2004, B1. Location in patent: Page 244
[4] Patent: WO2008/46135, 2008, A1. Location in patent: Page/Page column 42-43
[5] Bioorganic and Medicinal Chemistry Letters, 2000, vol. 10, # 11, p. 1151 - 1154 |
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