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| | 2,6-Dichloro-5-fluoronicotinic acid Basic information |
| Product Name: | 2,6-Dichloro-5-fluoronicotinic acid | | Synonyms: | 2,6-Dichloro-5-fluoropyridine-3-carboxylic acid,97%;2,6-Dichloro-5-fluoronicotic acid;3-Pyridinecarboxylic acid, 2,6-dichloro-5-fluoro-;2,6-Dichloro-5-fluoropyridine-3-carboxylic acid, 97% 5GR;2,6-Dichloro-5-Fluoronicotinic API;2,6-Dichloro-5-fouoro-3-pyridinecarboxylicacid;2,6-Dichloro-5-fluoropyridine-3-carboxylic acid, 3-Carboxy-2,6-dichloro-5-fluoropyridine;Fluorine chlorine niacin | | CAS: | 82671-06-5 | | MF: | C6H2Cl2FNO2 | | MW: | 209.99 | | EINECS: | 628-094-4 | | Product Categories: | Pyridines, Pyrimidines, Purines and Pteredines;pharmacetical;Carboxylic Acids;Fluorine series;Pyridines;Chloropyridines;Fluoropyridines;Halopyridines;Carboxylic Acids;carboxylic acid| alkyl chloride| alkyl Fluorine | | Mol File: | 82671-06-5.mol |  |
| | 2,6-Dichloro-5-fluoronicotinic acid Chemical Properties |
| Melting point | 152-155 °C (lit.) | | Boiling point | 247°C (rough estimate) | | density | 1.6207 (estimate) | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | form | powder to crystal | | pka | 1.38±0.32(Predicted) | | color | White to Yellow to Orange | | BRN | 4311035 | | InChI | InChI=1S/C6H2Cl2FNO2/c7-4-2(6(11)12)1-3(9)5(8)10-4/h1H,(H,11,12) | | InChIKey | LTDGKGCHRNNCAC-UHFFFAOYSA-N | | SMILES | C1(Cl)=NC(Cl)=C(F)C=C1C(O)=O | | CAS DataBase Reference | 82671-06-5(CAS DataBase Reference) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-37/39 | | WGK Germany | 1 | | HazardClass | IRRITANT | | HS Code | 29333990 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | 2,6-Dichloro-5-fluoronicotinic acid Usage And Synthesis |
| Chemical Properties | light yellow to beige fine crystalline powder | | Uses | 2,6-Dichloro-5-fluoropyridine-3-carboxylic acid (2,6-Dichloro-5-fluoro-3-pyridinecarboxylic acid) may be used in the preparation of self assembled monolayer (SAMs) compounds. | | Uses | 2,6-Dichloro-5-fluoronicotinic Acid is a useful reagent for the modulation of protein-protein interactions to learn about the mechanisms in amyloid assembly. | | General Description | 2,6-Dichloro-5-fluoropyridine-3-carboxylic acid is a halogenated heterocyclic compound. Its density has been reported to be 1.6207g/cm3 at 25°C. | | Synthesis | The general procedure for the synthesis of 2,6-dichloro-5-fluoropyridine-3-carboxylic acid from ethyl 2,6-dichloro-5-fluoropyridine-3-carboxylate is as follows:
Example 1:
1. ethyl 2,6-dichloro-5-fluoropyridine-3-carboxylate (20 g, 84 mmol) was dissolved in a mixture of 40 mL of trifluoroacetic acid and 40 mL of 7.5N hydrochloric acid.
2. The mixture was heated to reflux and kept reacting for 24 hours.
3. Upon completion of the reaction, the solution was cooled and the trifluoroacetic acid was removed by evaporation under reduced pressure.
4. After cooling to room temperature, 100 mL of water was added, at which point a white precipitate formed in the solution.
5. The precipitate was collected by filtration, washed with hexane, and dried to give 12.91 g (73.2% yield) of 2,6-dichloro-5-fluoropyridine-3-carboxylic acid, with a melting point of 153-154 °C. The reaction was completed with the addition of 100 mL of water. | | References | [1] Journal of Medicinal Chemistry, 1986, vol. 29, # 11, p. 2364 - 2369
[2] Patent: EP302372, 1989, A1
[3] Patent: US2014/73631, 2014, A1. Location in patent: Paragraph 0128; 0129 |
| | 2,6-Dichloro-5-fluoronicotinic acid Preparation Products And Raw materials |
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