| Identification | More | [Name]
4-Chloro-6-trifluoromethylpyrimidine | [CAS]
37552-81-1 | [Synonyms]
4-CHLORO-6-TRIFLUOROMETHYLPYRIMIDINE
IFLAB-BB F2124-0884
PYRIMIDINE, 4-CHLORO-6-(TRIFLUOROMETHYL)-
6-Chloro-4-(trifluoromethyl)pyrimidine
4-CHLORO-6-(TRIFLUOROMETHYL)PYRIMIDINE ,98% | [EINECS(EC#)]
817-202-7 | [Molecular Formula]
C5H2ClF3N2 | [MDL Number]
MFCD04972771 | [Molecular Weight]
182.53 | [MOL File]
37552-81-1.mol |
| Chemical Properties | Back Directory | [Melting point ]
-53--52 °C | [Boiling point ]
35-36 °C(Press: 22 Torr) | [density ]
1.429 g/cm3 | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [form ]
Liquid | [pka]
-4.62±0.18(Predicted) | [color ]
Colorless to pale yellow | [InChI]
InChI=1S/C5H2ClF3N2/c6-4-1-3(5(7,8)9)10-2-11-4/h1-2H | [InChIKey]
TYSPDLZOMUDHQZ-UHFFFAOYSA-N | [SMILES]
C1=NC(C(F)(F)F)=CC(Cl)=N1 | [CAS DataBase Reference]
37552-81-1(CAS DataBase Reference) |
| Safety Data | Back Directory | [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 . | [HS Code ]
2933599590 |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 4-chloro-6-trifluoromethylpyrimidine from 6-trifluoromethyl-4-hydroxypyrimidine: 6-(trifluoromethyl)pyrimidin-4-ol (5.0 g, 30.5 mmol), phosphorochloridic acid chloride (3.41 mL, 36.6 mmol), and quinoline (2.16 mL, 18.3 mmol) were dissolved in toluene (50 mL), and the reaction was stirred at 100°C for 5 hours. After completion of the reaction, the reaction mixture was diluted with water and extracted three times with ethyl acetate. The organic layers were combined, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The crude product was purified by fast column chromatography (eluent: 10% ethyl acetate/hexane) to afford the target product 4-chloro-6-trifluoromethylpyrimidine (1.20 g, 21.6% yield).1H NMR (400 MHz, CDCl3) δ: 9.21 ppm (1H, s), 7.78 ppm (1H, s). | [References]
[1] Patent: US2006/4018, 2006, A1. Location in patent: Page/Page column 39-40
[2] Patent: US2005/209241, 2005, A1. Location in patent: Page/Page column 26
[3] Patent: WO2015/17335, 2015, A1. Location in patent: Page/Page column 66
[4] Patent: US2015/197511, 2015, A1. Location in patent: Paragraph 0393; 0394
[5] Patent: WO2015/160654, 2015, A1. Location in patent: Page/Page column 144-145 |
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