| Identification | More | [Name]
2-Chloro-6-trifluoromethylnicotinic acid | [CAS]
280566-45-2 | [Synonyms]
2-CHLORO-6-TRIFLUOROMETHYL-3-PYRIDINECARBOXYLIC ACID
2-CHLORO-6-(TRIFLUOROMETHYL)NICOTINIC ACID
RARECHEM AL BO 2184
2-CHLORO-6-TRUFLUOROMETHYL-3-PYRIDINECARBOXYLIC ACID
2-CHLORO-6-TRIFLUOROMETHYL NICOTINIC ACID,97+%(GC) | [EINECS(EC#)]
631-076-9 | [Molecular Formula]
C7H3ClF3NO2 | [MDL Number]
MFCD01862658 | [Molecular Weight]
225.55 | [MOL File]
280566-45-2.mol |
| Chemical Properties | Back Directory | [Melting point ]
120 °C | [Boiling point ]
271.3±40.0 °C(Predicted) | [density ]
1.603±0.06 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [form ]
powder to crystal | [pka]
1.42±0.28(Predicted) | [color ]
White to Light yellow | [Detection Methods]
HPLC | [InChI]
InChI=1S/C7H3ClF3NO2/c8-5-3(6(13)14)1-2-4(12-5)7(9,10)11/h1-2H,(H,13,14) | [InChIKey]
DXRBTBMFFGEVCX-UHFFFAOYSA-N | [SMILES]
C1(Cl)=NC(C(F)(F)F)=CC=C1C(O)=O | [CAS DataBase Reference]
280566-45-2(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [RIDADR ]
UN 2811 6.1 / PGIII | [WGK Germany ]
3 | [Hazard Note ]
Irritant | [HS Code ]
2933399990 |
| Hazard Information | Back Directory | [Chemical Properties]
White to Light yellow powder to crystal | [Uses]
2-Chloro-6-trifluoromethylnicotinic acid is used as an intermediate in organic synthesis. | [Synthesis]
Lithium diisopropylammonium (LDA) (44.2 g, 1.5 eq.) was added slowly and dropwise to a stirred tetrahydrofuran (1.0 L) solution of 2-chloro-6-(trifluoromethyl)pyridine (50.0 g, 1.0 eq.) at -78 °C. The reaction temperature was maintained at -78°C and after 2 hours of reaction, carbon dioxide (500 g) was passed into the reaction mixture. The reaction mixture was gradually warmed to room temperature and stirring was continued for 10 minutes. The reaction progress was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the reaction mixture was acidified to pH 2 with 1N hydrochloric acid and then extracted with ethyl acetate (2 x 500 mL). The organic layers were combined, washed sequentially with water (500 mL) and brine (500 mL), dried with anhydrous sodium sulfate, and concentrated under reduced pressure to obtain the crude product. The crude product was co-milled with petroleum ether to obtain pure 2-chloro-6-(trifluoromethyl)nicotinic acid (Int-15) (40.0 g, yield 64.6%). | [References]
[1] European Journal of Organic Chemistry, 2004, # 18, p. 3793 - 3798
[2] Patent: WO2013/64460, 2013, A1. Location in patent: Page/Page column 125; 126 |
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