| Identification | More | [Name]
3-Chloroisonicotinic acid | [CAS]
88912-27-0 | [Synonyms]
3-CHLORO-4-PYRIDINECARBOXYLIC ACID
3-CHLOROISONICOTINIC ACID
3-CHLOROPYRIDINE-4-CARBOXYLIC ACID
3-Chloro-4-pyridine carboxlic acid
3-Chloro-4-pyridinecarboxylic acid, 3-Chloroisonicotinic acid | [Molecular Formula]
C6H4ClNO2 | [MDL Number]
MFCD03094685 | [Molecular Weight]
157.55 | [MOL File]
88912-27-0.mol |
| Chemical Properties | Back Directory | [Melting point ]
227-231 °C (dec.)(lit.) | [Boiling point ]
387.0±22.0 °C(Predicted) | [density ]
1.470±0.06 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,Room Temperature | [form ]
Solution | [pka]
0.12±0.25(Predicted) | [color ]
Brown to dark green to black | [InChI]
1S/C6H4ClNO2/c7-5-3-8-2-1-4(5)6(9)10/h1-3H,(H,9,10) | [InChIKey]
MYAZXWFEMDJTFE-UHFFFAOYSA-N | [SMILES]
OC(=O)c1ccncc1Cl | [CAS DataBase Reference]
88912-27-0(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R22:Harmful if swallowed. | [Safety Statements ]
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29333999 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral |
| Hazard Information | Back Directory | [Synthesis]
A. Synthesis of 3-chloro-N-(4-chlorophenyl)pyridine-4-carboxamide. At -78 °C, 3-chloropyridine (1.00 mL, 10.5 mmol) was dissolved in THF and a freshly prepared lithium diisopropylammonium THF solution [prepared by the reaction of butyl lithium (7.21 mL, 11.5 mmol) with diisopropylamine (11.5 mmol)] was slowly added. After 0.25 h of reaction, carbon dioxide gas was passed into the mixture and slowly warmed to room temperature. After completion of the reaction, the mixture was concentrated and subsequently partitioned between EtOAc and water. The aqueous layer was washed twice with EtOAc. The pH of the aqueous layer was adjusted to about 3 by adding 1N HCl and extracted three more times with EtOAc. The organic phases were combined, dried with magnesium sulfate and concentrated. The residue was recrystallized by EtOAc to give 200 mg (12% yield) of 3-chloroisonicotinic acid. | [References]
[1] Patent: US6610704, 2003, B1 |
|
|