| Identification | More | [Name]
3,5-Difluorobenzonitrile | [CAS]
64248-63-1 | [Synonyms]
3,5-DIFLUOROBENZONITRILE
5-CYANO-1,3-DIFLUOROBENZENE
LABOTEST-BB LT00847812
3,5-Difluorobenzonitril
Benzonitrile, 3,5-difluoro-(9CI)
3,5-Difluorobenzonitrile,99%
3,5-DIFLUOROBENZEONITRILE
3,5-Difluorobenzonitrile98%
Benzonitrile, 3,5-difluoro-
3,5-Difluorobenzenecarbonitrile | [EINECS(EC#)]
264-752-3 | [Molecular Formula]
C7H3F2N | [MDL Number]
MFCD00010311 | [Molecular Weight]
139.1 | [MOL File]
64248-63-1.mol |
| Chemical Properties | Back Directory | [Appearance]
white crystals | [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 Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
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 .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S36/37:Wear suitable protective clothing and gloves . | [RIDADR ]
3276 | [WGK Germany ]
3
| [Hazard Note ]
Harmful/Irritant | [HazardClass ]
6.1 | [PackingGroup ]
III | [HS Code ]
29269090 |
| Raw materials And Preparation Products | Back Directory | [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 |
| Hazard Information | Back Directory | [Chemical Properties]
white crystals | [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]
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 |
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