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2,6-Difluorophenol

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2,6-Difluorophenol Basic information
Product Name:2,6-Difluorophenol
Synonyms:2,6-DIFLUOROPHENOL;Phenol, 2,6-difluoro-;2,6-DIFLUOROPHENOL: 96.5%;2,6-Difluorophenol 98%;2,6-Difluorophenol98%;2,6-Difluorphenol;2,6-Difluorophenol, 98%, for synthesis;2,6-Difluorophenol>
CAS:28177-48-2
MF:C6H4F2O
MW:130.09
EINECS:248-884-9
Product Categories:Fluorophenols;Fluoro-Aromatics;Aromatic Phenols;Fluorobenzene;Phenol&Thiophenol&Mercaptan;Organic Building Blocks;Oxygen Compounds;Phenols
Mol File:28177-48-2.mol
2,6-Difluorophenol Structure
2,6-Difluorophenol Chemical Properties
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
pka7.45±0.10(Predicted)
form Crystalline Low Melting Solid
color Colorless
Water Solubility Slightly soluble in water. Soluble in ethanol.
BRN 2043613
InChIInChI=1S/C6H4F2O/c7-4-2-1-3-5(8)6(4)9/h1-3,9H
InChIKeyCKKOVFGIBXCEIJ-UHFFFAOYSA-N
SMILESC1(O)=C(F)C=CC=C1F
CAS DataBase Reference28177-48-2(CAS DataBase Reference)
NIST Chemistry Reference2,6-Difluorophenol(28177-48-2)
Safety Information
Hazard Codes F,Xi,Xn
Risk Statements 11-36/37/38-20/21/22
Safety Statements 26-36/37/39
RIDADR UN 1325 4.1/PG 2
WGK Germany 3
10
Hazard Note Irritant
HazardClass 4.1
PackingGroup II
HS Code 29081000
Storage Class4.1B - Flammable solid hazardous materials
Hazard ClassificationsEye Irrit. 2
Flam. Sol. 1
Skin Irrit. 2
STOT SE 3
MSDS Information
ProviderLanguage
2,6-Difluorophenol English
ACROS English
SigmaAldrich English
ALFA English
2,6-Difluorophenol Usage And Synthesis
Chemical Propertiescolorless crystalline low melting solid
Uses2,6-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
2,6-Difluoroanisole

437-82-1

2,6-Difluorophenol

28177-48-2

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
Tag:2,6-Difluorophenol(28177-48-2) Related Product Information
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