| Identification | More | [Name]
4-(Trifluoromethyl)nicotinonitrile | [CAS]
13600-43-6 | [Synonyms]
3-CYANO-4-(TRIFLUOROMETHYL)PYRIDINE
4-TRIFLUOROMETHYL-3-PYRIDINENITRILE
4-(TRIFLUOROMETHYL)NICOTINONITRILE
BUTTPARK 43\57-45
3-Cyano-4-(trifluoromethyl)pyridine95+% | [Molecular Formula]
C7H3F3N2 | [MDL Number]
MFCD00153107 | [Molecular Weight]
172.11 | [MOL File]
13600-43-6.mol |
| Chemical Properties | Back Directory | [Boiling point ]
75-77°C 15mm | [density ]
1.37±0.1 g/cm3(Predicted) | [storage temp. ]
Store at room temperature | [solubility ]
Chloroform (Sparingly), Methanol (Slightly) | [form ]
Oil | [pka]
-0.57±0.18(Predicted) | [color ]
Colourless | [InChI]
InChI=1S/C7H3F3N2/c8-7(9,10)6-1-2-12-4-5(6)3-11/h1-2,4H | [InChIKey]
DHIRCRHQLUNYDS-UHFFFAOYSA-N | [SMILES]
C1=NC=CC(C(F)(F)F)=C1C#N | [CAS DataBase Reference]
13600-43-6(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S36/37:Wear suitable protective clothing and gloves . | [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
2933399990 |
| Hazard Information | Back Directory | [Chemical Properties]
Pale yellow solid | [Definition]
ChEBI: 4-(Trifluoromethyl)nicotinonitrile is a member of pyridines and a nitrile. | [Synthesis]
The general procedure for the synthesis of 3-cyano-4-trifluoromethylpyridine (Compound VIIb) from Compound (CAS:533932-97-7) and Compound (CAS:533932-96-6) is as follows (refer to Example 5):
Step F: To a solution of 28% sodium methanol (580 mg, 3.0 mmol) in methanol (5 mL) was added a methanol solution of 3-[(4,4,4-trifluoro-3-oxo-1-butenyl)amino]-2-propenenenitrile (a mixture of IIa and IIb; 380 mg, 2.0 mmol), and the reaction mixture was stirred and then refluxed for 2 hours at room temperature. After completion of the reaction, the reaction solution was poured into water and extracted with ethyl acetate. The organic layers were combined, washed with brine, dried over magnesium sulfate and then concentrated. The resulting residue was purified by silica gel column chromatography (elution solvent: hexane/ethyl acetate = 3/1) to give 195 mg (56.5% yield) of the target compound 3-cyano-4-trifluoromethylpyridine.
1H-NMR spectrum (200 MHz, CD3OD) δ (ppm): 9.11 (1H, s), 9.03 (1H, d, J=5.1 Hz), 7.72 (1H, d, J=5.1 Hz). | [References]
[1] Patent: EP1460071, 2004, A1. Location in patent: Page 39
[2] Patent: EP1460071, 2004, A1. Location in patent: Page 40 |
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