| Identification | More | [Name]
2-Fluoro-4-hydroxybenzonitrile | [CAS]
82380-18-5 | [Synonyms]
2-FLUORO-4-BENZONITRILE
2-FLUORO-4-HYDROXYBENZONITRILE
3-FLUORO-4-CYANOPHENOL
4-CYANO-3-FLUOROPHENOL
4-HYDROXY-2-FLUOROBENZONITRILE
BENZONITRILE, 2-FLUORO-4-HYDROXY-
2-FLUORO-5-TRIFLUOROPYRIDINE
3-FORMYL-5-BROMOPYRIDINE
4-Cyano-3-Fluorophenol 3-Fluoro-4-Cyanophenol
Benzonitrile, 2-fluoro-4-hydroxy-(9CI)
Fluoro-4-hydroxybenzonitrile
3-Fluoro-p-cyanophenol
2-fluro-4-Hydroxybenzonitrile
2-fluoro-4-hyrdroxybenzonitrile
2-Fluoro-4-hydroxybenzonitrile 99%
2-Fluoro-4-hydroxybenzonitrile99%
2-Fluor-4-hydroxybenzonitril
2-FLUORO-4-HYDROXYBENZONITRILE (4-CYANO-3-FLUOROPHENOL)
FCP | [EINECS(EC#)]
422-810-7 | [Molecular Formula]
C7H4FNO | [MDL Number]
MFCD00192177 | [Molecular Weight]
137.11 | [MOL File]
82380-18-5.mol |
| Chemical Properties | Back Directory | [Appearance]
Off-white Cryst | [Melting point ]
123-125 °C (lit.) | [Boiling point ]
285.4±25.0 °C(Predicted) | [density ]
1,45 g/cm3 | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
4.7g/l | [form ]
powder to crystal | [pka]
6.84±0.18(Predicted) | [color ]
White to Almost white | [PH]
4.2 (H2O, 20℃)(saturated aqueous solution) | [Usage]
Intermediates of Liquid Crystals | [BRN ]
4741066 | [InChI]
InChI=1S/C7H4FNO/c8-7-3-6(10)2-1-5(7)4-9/h1-3,10H | [InChIKey]
REIVHYDACHXPNH-UHFFFAOYSA-N | [SMILES]
C(#N)C1=CC=C(O)C=C1F | [CAS DataBase Reference]
82380-18-5(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi,T | [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 .
S37/39:Wear suitable gloves and eye/face protection . | [RIDADR ]
3276 | [WGK Germany ]
2
| [Hazard Note ]
Irritant | [HazardClass ]
9 | [PackingGroup ]
III | [HS Code ]
29269095 |
| Hazard Information | Back Directory | [Chemical Properties]
Off-white Cryst | [Uses]
Intermediates of Liquid Crystals | [General Description]
2-Fluoro-4-hydroxybenzonitrile is a planar molecule. Its mol-ecules are arranged in linear chains via weak intermolecular O-HN hydrogen bonds. | [Synthesis]
General procedure for the synthesis of 2-fluoro-4-hydroxybenzonitrile from 4-bromo-2-fluorobenzonitrile: 4-bromo-2-fluorobenzonitrile (0.25 mmol), copper bromide (0.03 mmol), triethylamine (0.25 mmol, 1.0 eq.), formic acid (0.75 mmol, 3.0 eq.), and acetonitrile (179 mmol) were added to a reaction flask at room temperature. were used as reaction solvents. The reaction mixture was stirred at room temperature for 24 h under oxygen atmosphere. The reaction process was monitored by thin layer chromatography (TLC). Upon completion of the reaction, water (20 mL) and ethyl acetate (10 mL) were added to the reaction mixture for extraction, and the organic phases were combined and dried over anhydrous sodium sulfate. The dried organic phase was filtered and the filter cake was washed with ethyl acetate (5 mL × 3 times). Subsequently, the solvent was removed by rotary evaporator. The crude product was purified by column chromatography (eluent ratio: petroleum ether/ethyl acetate = 6:1) to afford the target product 2-fluoro-4-hydroxybenzonitrile in yellow liquid form in 82% yield. | [References]
[1] Organic Letters, 2018, vol. 20, # 3, p. 708 - 711
[2] Patent: CN107915586, 2018, A. Location in patent: Paragraph 0097-0100 |
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