Ethyl 2-chloronicotinate
Synonym(s):Ethyl 2-chloronicotinate;Ethyl 2-chloropyridine-3-carboxylate
- CAS NO.：1452-94-4
- Empirical Formula: C8H8ClNO2
- Molecular Weight: 185.61
- MDL number: MFCD00674129
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-07-25 20:04:51
What is Ethyl 2-chloronicotinate?
Chemical properties
Light yellow liquid
The Uses of Ethyl 2-chloronicotinate
Ethyl 2-chloronicotinate,is used as a pharmaceutical intermediate.
Synthesis Reference(s)
Tetrahedron, 51, p. 13177, 1995 DOI: 10.1016/0040-4020(95)00788-A
Synthesis
2-Chloropyridine-3-carboxylic acid (7.9 g) and thionyl chloride (45 ml) were heated for 3 hours in benzene (65 ml) under reflux. The reaction mixture was concentrated to leave an oil, which was added dropwise to ethanol (40 ml). The mixture was heated for a further one hour under reflux. The solvent was distilled, and the residue was dissolved in toluene. The solution was dried over anhydrous magnesium sulfate. The solvent was distilled to leave Ethyl 2-chloronicotinate (8.4 g, 90%) as a pale yellow oil.
Properties of Ethyl 2-chloronicotinate
| Melting point: | 68 C |
| Boiling point: | 78°C (0.1 mmHg) |
| Density | 1.2445 g/cm3(Temp: 25 °C) |
| refractive index | 1.5210-1.5250 |
| storage temp. | Keep in dark place,Sealed in dry,Room Temperature |
| pka | -1.32±0.10(Predicted) |
| form | neat |
| form | Liquid |
| color | Colorless to Light yellow to Light orange |
| InChI | InChI=1S/C8H8ClNO2/c1-2-12-8(11)6-4-3-5-10-7(6)9/h3-5H,2H2,1H3 |
| CAS DataBase Reference | 1452-94-4(CAS DataBase Reference) |
Safety information for Ethyl 2-chloronicotinate
| Signal word | Warning |
| Pictogram(s) |
 Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H319:Serious eye damage/eye irritation |
| Precautionary Statement Codes |
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for Ethyl 2-chloronicotinate
| InChIKey | PMIMPBYTPPRBGD-UHFFFAOYSA-N |
| SMILES | C1(Cl)=NC=CC=C1C(OCC)=O |
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