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| | 2-Chloro-3-(trifluoromethyl)pyridine Basic information |
| | 2-Chloro-3-(trifluoromethyl)pyridine Chemical Properties |
| Melting point | 36-40 °C(lit.) | | Boiling point | 166-168°C | | density | 1.416±0.06 g/cm3(Predicted) | | Fp | 180 °F | | storage temp. | Storage temp. 2-8°C | | solubility | soluble in Methanol | | pka | -1.68±0.10(Predicted) | | form | Crystals | | color | Semi-transparent | | BRN | 4179716 | | InChI | InChI=1S/C6H3ClF3N/c7-5-4(6(8,9)10)2-1-3-11-5/h1-3H | | InChIKey | RXATZPCCMYMPME-UHFFFAOYSA-N | | SMILES | C1(Cl)=NC=CC=C1C(F)(F)F | | CAS DataBase Reference | 65753-47-1(CAS DataBase Reference) |
| Hazard Codes | F,T,Xi | | Risk Statements | 11-25-36/37/38-52/53-48/25-34-24/25 | | Safety Statements | 16-22-36/37/39-45-61-26-23 | | RIDADR | UN 2926 4.1/PG 2 | | WGK Germany | 3 | | Hazard Note | Irritant | | HazardClass | 6.1 | | PackingGroup | III | | HS Code | 29333990 | | Storage Class | 6.1A - Combustible acute toxic Cat. 1 and 2
very toxic hazardous materials | | Hazard Classifications | Acute Tox. 3 Dermal
Acute Tox. 3 Oral
Aquatic Chronic 3
Eye Dam. 1
Skin Corr. 1B
STOT RE 1 |
| | 2-Chloro-3-(trifluoromethyl)pyridine Usage And Synthesis |
| Chemical Properties | semi-transparent crystals | | Uses | 2-Chloro-3-(trifluoromethyl)pyridine may be used in the preparation of 5,5′-bis(trifluoromethyl)-2,2′-bipyridine, via modified Ullmann reaction. | | General Description | 2-Chloro-3-(trifluoromethyl)pyridine is a trifluoromethyl-substituted pyridine derivative. | | Synthesis | In a four-necked flask equipped with a stirrer, thermometer and a drying tube, 32.62 g of 3-trifluoromethylpyridine N-oxide (CAS: 22253-72-1) and 46.0 g of phosphorus trichloride were added. The reaction mixture was stirred at 105-110°C for 2 hours. Subsequently, the temperature was raised to 120-125°C and the reaction was continued for 5 hours. The reaction mixture was analyzed by liquid chromatography and confirmed to contain 0.16% of 3-trifluoromethylpyridine N-oxide, 50.34% of 2-chloro-3-trifluoromethylpyridine and 25.34% of 2-chloro-5-trifluoromethylpyridine. The reaction mixture was heated under reduced pressure (100 mmHg) until an internal temperature of 75°C was reached to remove excess TCPO by distillation. The reaction mixture was slowly added to 163.1 g of ice water at a controlled temperature not exceeding 30°C and stirred for 1 hour. The reaction mixture was extracted with 1,2-dichloroethane, stirred for 30 minutes and partitioned. The organic layer was washed with water to give 132.11 g of a 1,2-dichloroethane solution containing 2-chloro-3-trifluoromethylpyridine. Liquid chromatographic analysis showed that the solution contained 13.17 g of 2-chloro-3-trifluoromethylpyridine. | | References | [1] Patent: US2012/259125, 2012, A1. Location in patent: Page/Page column 3 |
| | 2-Chloro-3-(trifluoromethyl)pyridine Preparation Products And Raw materials |
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