| Identification | More | [Name]
3-Fluoro-4-hydroxybenzonitrile | [CAS]
405-04-9 | [Synonyms]
3-FLUORO-4-HYDROXY-BENZONITRIL
3-FLUORO-4-HYDROXYBENZONITRILE
4-CYANO-2-FLUOROPHENOL
3-FLUORO-4-HYDROXYBENZONITRILE (4-CYANO-2-FLUOROPHENOL) | [Molecular Formula]
C7H4FNO | [MDL Number]
MFCD00215834 | [Molecular Weight]
137.11 | [MOL File]
405-04-9.mol |
| Chemical Properties | Back Directory | [Melting point ]
133-135°C | [Boiling point ]
253.9±25.0 °C(Predicted) | [density ]
1.34±0.1 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
soluble in Methanol | [form ]
powder to crystal | [pka]
6.58±0.18(Predicted) | [color ]
White to Almost white | [InChI]
InChI=1S/C7H4FNO/c8-6-3-5(4-9)1-2-7(6)10/h1-3,10H | [InChIKey]
DPSSSDFTLVUJDH-UHFFFAOYSA-N | [SMILES]
C(#N)C1=CC=C(O)C(F)=C1 | [CAS DataBase Reference]
405-04-9(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
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 .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S37/39:Wear suitable gloves and eye/face protection . | [RIDADR ]
3439 | [Hazard Note ]
Irritant | [HazardClass ]
6.1 | [PackingGroup ]
III | [HS Code ]
2926907090 |
| Hazard Information | Back Directory | [Chemical Properties]
Off-white Crysstalline | [Synthesis]
The general procedure for the synthesis of 3-fluoro-4-hydroxybenzonitrile using 3-fluoro-4-methoxybenzonitrile as starting material was as follows: to a solution of 3-fluoro-4-methoxybenzonitrile (15.6 g, 0.103 mol) in dichloromethane (100 mL) was slowly added boron tribromide (BBr3, 20 mL, 0.211 mol) at 0 °C. The reaction mixture was refluxed under nitrogen protection for 3 days. Upon completion of the reaction, the reaction was quenched with ice water and extracted with dichloromethane. The organic layers were combined, washed sequentially with water and saturated brine and dried over anhydrous sodium sulfate. The solvent was removed by concentration under reduced pressure to give 13.3 g of gray solid product in 94% yield. The product was characterized by 1H NMR (400 MHz, CDCl3): δ 7.38-7.42 (m, 2H), 7.09 (dd, J = 8.8 Hz, 8.4 Hz, 1H), 5.68 (s, 1H). | [References]
[1] Patent: WO2013/97773, 2013, A1. Location in patent: Paragraph 0159; 0277
[2] Helvetica Chimica Acta, 1984, vol. 67, p. 1572 - 1579
[3] Patent: WO2005/123748, 2005, A1. Location in patent: Page/Page column 85-86
[4] Patent: WO2006/135316, 2006, A1. Location in patent: Page/Page column 59
[5] Patent: WO2006/137770, 2006, A1. Location in patent: Page/Page column 34 |
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