| Identification | More | [Name]
2,6-Difluorophenol | [CAS]
28177-48-2 | [Synonyms]
2,6-DIFLUOROPHENOL
Phenol, 2,6-difluoro-
2,6-Difluorophenol 98%
2,6-Difluorophenol98%
2,6-DIFLUOROPHENOL: 96.5% | [EINECS(EC#)]
248-884-9 | [Molecular Formula]
C6H4F2O | [MDL Number]
MFCD00002158 | [Molecular Weight]
130.09 | [MOL File]
28177-48-2.mol |
| Chemical Properties | Back Directory | [Appearance]
colorless crystalline low melting solid | [Melting point ]
38-41 °C (lit.) | [Boiling point ]
59-61 °C/17 mmHg (lit.) | [density ]
1,27 g/cm3 | [Fp ]
138 °F
| [storage temp. ]
2-8°C | [solubility ]
ethanol: soluble50mg/mL, clear, colorless to light yellow | [form ]
Crystalline Low Melting Solid | [pka]
7.45±0.10(Predicted) | [color ]
Colorless | [Water Solubility ]
Slightly soluble in water. Soluble in ethanol. | [BRN ]
2043613 | [InChI]
InChI=1S/C6H4F2O/c7-4-2-1-3-5(8)6(4)9/h1-3,9H | [InChIKey]
CKKOVFGIBXCEIJ-UHFFFAOYSA-N | [SMILES]
C1(O)=C(F)C=CC=C1F | [CAS DataBase Reference]
28177-48-2(CAS DataBase Reference) | [NIST Chemistry Reference]
2,6-Difluorophenol(28177-48-2) |
| Safety Data | Back Directory | [Hazard Codes ]
F,Xi,Xn | [Risk Statements ]
R11:Highly Flammable.
R36/37/38:Irritating to eyes, respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [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 . | [RIDADR ]
UN 1325 4.1/PG 2
| [WGK Germany ]
3
| [F ]
10 | [Hazard Note ]
Irritant | [HazardClass ]
4.1 | [PackingGroup ]
II | [HS Code ]
29081990 |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
Hydrochloric acid-->Diethyl ether-->Tetrahydrofuran-->n-Butyllithium-->Trimethyl borate-->1,3-Difluorobenzene-->Benzene, 2-[dimethyl(1-methylethoxy)silyl]-1,3-difluoro--->3,4,5-Trifluorobenzoic acid-->2-Chloro-6-fluorophenol-->2,6-Difluorophenylboronic acid-->2,6-Difluoroanisole-->2,6-Difluorobenzaldehyde-->Phenol | [Preparation Products]
4-BROMO-2,5-DIFLUOROPHENOL-->4-Amino-2,6-difluorophenol-->2,6-Difluoro-4-nitrophenol-->4-Fluorophenol |
| Hazard Information | Back Directory | [Chemical Properties]
colorless crystalline low melting solid | [Uses]
2,6-Difluorophenol undergoes oxidative polymerization in the presence of the Fe-N,N?-bis(salicylidene)ethylenediamine (salen) complex (catalyst) and hydrogen peroxide (oxidizing agent) to give poly(2,6-difluoro-1,4-phenylene oxide). It is also used as pharmaceutical intermediates. | [Synthesis]
General procedure for the synthesis of 2,6-difluorophenol from 2,6-difluoroanisole: 2,6-difluoroanisole (4.00 mL, 33.9 mmol) was dissolved in acetonitrile (50 mL), and trimethylchlorosilane (8.80 mL, 102 mmol) and sodium iodide (15.0 g, 100 mmol) were added sequentially. The reaction mixture was heated to 100 °C for 5 hours. After completion of the reaction, it was cooled to room temperature and the solvent was removed by evaporation under reduced pressure. Water (40 mL) was added to the residue and extracted with dichloromethane (30 mL x 3). The organic phases were combined and washed sequentially with water (40 mL) and saturated brine (40 mL), and then dried over anhydrous sodium sulfate. After filtration, the solvent was removed by evaporation under reduced pressure to obtain the crude product. The crude product was purified by column chromatography (eluent: petroleum ether/ethyl acetate, v/v = 6/1) to afford the yellow oily product 2,6-difluorophenol (2.2 g, 50% yield). | [References]
[1] Patent: CN105384687, 2016, A. Location in patent: Paragraph 0479; 0480; 0481; 0482
[2] Journal of the American Chemical Society, 1959, vol. 81, p. 94,95, 97 |
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