3,5-Difluorobenzonitrile CAS 64248-63-1
3,5-Difluorobenzonitrile Basic information
| Product Name: | 3,5-Difluorobenzonitrile |
| Synonyms: | 5-CYANO-1,3-DIFLUOROBENZENE;3,5-DIFLUOROBENZONITRILE;LABOTEST-BB LT00847812;3,5-Difluorobenzonitril;Benzonitrile, 3,5-difluoro- (9CI);3,5-Difluorobenzonitrile,99%;3,5-DIFLUOROBENZEONITRILE;3,5-Difluorobenzonitrile98% |
| CAS: | 64248-63-1 |
| MF: | C7H3F2N |
| MW: | 139.1 |
| EINECS: | 264-752-3 |
| Product Categories: | Pyrazines;C6 to C7;Cyanides/Nitriles;Nitrogen Compounds;FINE Chemical & INTERMEDIATES;Aromatic Nitriles;Fluorobenzene;Fluorobenzonitrile Series;Fluorine series;Fluorobenzene Series;NITRILE |
| Mol File: | 64248-63-1.mol |
3,5-Difluorobenzonitrile Chemical Properties
| Melting point | 84-86 °C(lit.) |
| Boiling point | 160 °C |
| density | 1.2490 (estimate) |
| storage temp. | Sealed in dry,Room Temperature |
| Water Solubility | Insoluble in water |
| form | powder to crystal |
| color | White to Almost white |
| BRN | 2082206 |
| InChI | InChI=1S/C7H3F2N/c8-6-1-5(4-10)2-7(9)3-6/h1-3H |
| InChIKey | CQXZSEXZQVKCHW-UHFFFAOYSA-N |
| SMILES | C(#N)C1=CC(F)=CC(F)=C1 |
| CAS DataBase Reference | 64248-63-1(CAS DataBase Reference) |
Safety Information
| Hazard Codes | Xn,Xi |
| Risk Statements | 20/21/22-36/37/38 |
| Safety Statements | 26-36-36/37/39-36/37 |
| RIDADR | 3276 |
| WGK Germany | 3 |
| Hazard Note | Harmful/Irritant |
| HazardClass | 6.1 |
| PackingGroup | III |
| HS Code | 29269090 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Acute Tox. 4 Dermal Acute Tox. 4 Inhalation Acute Tox. 4 Oral Eye Irrit. 2 Skin Irrit. 2 STOT SE 3 |
| Uses | 3,5-Difluorobenzonitrile is an aromatic nitrile compound. Aromatic nitrile compounds have a wide range of applications, serving not only as important chemical intermediates but also as key components in certain dyes, pesticides, and pharmaceuticals. 3,5-Difluorobenzonitrile can be synthesized from arylboronic acid. |
| Chemical Properties | white crystals |
| Uses | The vibrational wavenumbers, geometry and various thermodynamic parameters were studied for 3,5-difluorobenzonitrile. |
| Synthesis Reference(s) | Journal of Medicinal Chemistry, 30, p. 486, 1987 DOI: 10.1021/jm00386a008 |
| General Description | The vibrational wavenumbers, geometry and various thermodynamic parameters were studied for 3,5-difluorobenzonitrile. |
| Synthesis | 461-96-1 64248-63-1 General procedure for the synthesis of 3,5-difluorobenzonitrile from 3,5-difluorobromobenzene: iPrMgCl (2M in THF, 4.1 mL) and THF (5 mL) were added to a flask containing dry LiCl (0.35 g, 8.24 mmol) at 15 °C. After stirring for 15 min, a solution of 3,5-difluorobromobenzene (1.46 g, 8.03 mmol) in THF (1 mL) was slowly added to the reaction mixture and stirring was continued for 15 min. Subsequently, DMF (1.3 mL, 12 mmol) was added at 0 °C and the mixture was stirred for 2 hours. After completion of the reaction, aqueous NH3 (7 mL, 28-30%) and I2 (4.06 g, 16 mmol) were added to the mixture. After stirring at room temperature for 2 h, the reaction mixture was poured into saturated aqueous Na2SO3 solution and extracted with CHCl3 (3 x 30 mL). The organic layers were combined, dried with Na2SO4 and filtered. After removing the solvent under reduced pressure, the residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate = 9:1, v/v) to afford pure 3,5-difluorobenzonitrile (0.73 g) in 71% yield. Most of the nitrile compounds involved in this study were commercially available and were identified by comparison with real samples. |
| References | [1] Tetrahedron, 2013, vol. 69, # 5, p. 1462 - 1469 |
3,5-Difluorobenzonitrile Preparation Products And Raw materials
| Raw materials | 1-Bromo-3,5-difluorobenzene-->1,3-Difluoro-5-iodobenzene-->Tetrahydrofuran-->ISOPROPYLMAGNESIUM CHLORIDE-->Water-->Lithium chloride-->iodine-->N,N-Dimethylformamide-->Ammonia |
| Preparation Products | 3,5-DIFLUORO-BENZAMIDINE HYDROCHLORIDE-->5-Amino-3-fluorobenzonitrile-->3',5'-Difluoropropiophenone-->3,5-DIFLUOROBENZAMIDE-->4-CYANO-2,6-DIFLUOROBENZOIC ACID-->3,5-DIFLUORO-4-FORMYLBENZONITRILE-->3,5-DIFLUOROBENZAMIDOXIME-->2-broMo-3,5-difluorobenzonitrile |
