ChemicalBook--->CAS DataBase List--->28177-48-2

28177-48-2

28177-48-2 Structure

28177-48-2 Structure
IdentificationMore
[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 PropertiesBack 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 DataBack Directory
[Symbol(GHS) ]

Flame (GHS02)Exclamation Mark (GHS07)
GHS02,GHS07
[Signal word ]

Danger
[Hazard statements ]

H228-H315-H319-H335
[Precautionary statements ]

P210-P302+P352-P305+P351+P338
[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
[Storage Class]

4.1B - Flammable solid hazardous materials
[Hazard Classifications]

Eye Irrit. 2
Flam. Sol. 1
Skin Irrit. 2
STOT SE 3
Raw materials And Preparation ProductsBack 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
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

2,6-Difluorophenol(28177-48-2).msds
Hazard InformationBack 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]

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
Spectrum DetailBack Directory
[Spectrum Detail]

2,6-Difluorophenol(28177-48-2)MS
2,6-Difluorophenol(28177-48-2)1HNMR
2,6-Difluorophenol(28177-48-2)13CNMR
2,6-Difluorophenol(28177-48-2)IR1
2,6-Difluorophenol(28177-48-2)IR2
2,6-Difluorophenol(28177-48-2)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

2,6-Difluorophenol, 98%(28177-48-2)
[Alfa Aesar]

2,6-Difluorophenol, 98+%(28177-48-2)
[Sigma Aldrich]

28177-48-2(sigmaaldrich)
[TCI AMERICA]

2,6-Difluorophenol,>95.0%(GC)(28177-48-2)
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