| Identification | More | [Name]
4-Fluoro-2-methylbenzonitrile | [CAS]
147754-12-9 | [Synonyms]
2-METHYL-4-FLUOROBENZONITRILE
4-FLUORO-2-METHYLBENZONITRILE
2-Methy-4-Fluoro benzonitrile
Benzonitrile, 4-fluoro-2-methyl-(9CI) | [EINECS(EC#)]
237-589-0 | [Molecular Formula]
C8H6FN | [MDL Number]
MFCD03095106 | [Molecular Weight]
135.14 | [MOL File]
147754-12-9.mol |
| Chemical Properties | Back Directory | [Appearance]
White to light yellow crystalline powder | [Melting point ]
70-74 °C (lit.) | [Boiling point ]
214.6±20.0 °C(Predicted) | [density ]
1.11±0.1 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [form ]
powder to crystal | [color ]
White to Almost white | [InChI]
InChI=1S/C8H6FN/c1-6-4-8(9)3-2-7(6)5-10/h2-4H,1H3 | [InChIKey]
BJBXUIUJKPOZLV-UHFFFAOYSA-N | [SMILES]
C(#N)C1=CC=C(F)C=C1C | [CAS DataBase Reference]
147754-12-9(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,T | [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:Wear suitable protective clothing . | [RIDADR ]
UN3439 | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HazardClass ]
6.1 | [PackingGroup ]
III | [HS Code ]
29269090 |
| Hazard Information | Back Directory | [Chemical Properties]
White to light yellow crystalline powder | [Uses]
As organic intermediate, pharmaceutical intermediate. In chemical synthesis. | [Synthesis]
The general procedure for the synthesis of 4-fluoro-2-methylbenzonitrile from 4-fluoro-2-methylbenzenemethanol was as follows: in a 25 mL Schlenk tube equipped with a magnetic stirrer, CuCl (0.05 mmol, 5 mol%), DABCO (0.10 mmol, 10 mol%) and 4-HO-TEMPO (0.05 mmol, 5 mol%). Subsequently, a solution of acetonitrile (2 mL) with 4-fluoro-2-methylbenzenemethanol (1 mmol) and an aqueous ammonia solution (25-28%, 3 mmol, 3.0 equiv) was added. The reaction mixture was stirred at room temperature under argon protection for 24 h. The reaction progress was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the mixture was diluted with water and extracted with ethyl acetate. The organic layers were combined and dried with anhydrous magnesium sulfate. Subsequently, the organic layer was concentrated under reduced pressure and the crude product was purified by column chromatography to afford the target product 4-fluoro-2-methylbenzonitrile. | [References]
[1] Organic Letters, 2013, vol. 15, # 8, p. 1850 - 1853
[2] Chinese Chemical Letters, 2018, vol. 29, # 3, p. 464 - 466 |
|
|