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2-FLUORORESORCINOL

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2-FLUORORESORCINOL Basic information

Product Name:
2-FLUORORESORCINOL
Synonyms:
  • 2-fluororesocinol
  • 2-Fluoro-1,3-benzenediol
  • 1,3-Benzenediol, 2-fluoro-
  • 2-fluoro-1,3-dihydroxybenzene
  • 2-Fluoro-1,3-diol
CAS:
103068-40-2
MF:
C6H5FO2
MW:
128.1
Mol File:
103068-40-2.mol
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2-FLUORORESORCINOL Chemical Properties

Melting point:
114-116 °C
Boiling point:
223.5±20.0 °C(Predicted)
Density 
1.415±0.06 g/cm3(Predicted)
storage temp. 
Inert atmosphere,Room Temperature
pka
8.19±0.10(Predicted)
Appearance
White to off-white Solid
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Safety Information

HS Code 
2908990000
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2-FLUORORESORCINOL Usage And Synthesis

Synthesis

447462-87-5

103068-40-2

General procedure for the demethylation of BBr3: 2-fluoro-3-methoxyphenol (8.7 mmol) was dissolved in dry dichloromethane (40 mL) under nitrogen protection and cooled to -78°C. BBr3 (1 M solution in dichloromethane, 4 equivalents per methoxide) was added slowly and dropwise. The reaction mixture was stirred at -78 °C overnight, during which time the cooling bath was allowed to warm naturally to room temperature. Upon completion of the reaction, the mixture was cooled again to -78 °C and the reaction was quenched by careful dropwise addition of water. The aqueous layer was extracted with EtOAc, the organic layers were combined and dried over anhydrous Na2SO4. The solvent was evaporated under reduced pressure to give the crude product. The crude product was ground with EtOAc to give 2-fluoro-1,3-benzenediol, which could be used in subsequent reactions without further purification. The yield of the method was 93%. Mass spectrometry (MS) data: m/z 129.1 (MH+).

References

[1] Patent: US2009/298820, 2009, A1. Location in patent: Page/Page column 34
[2] Patent: WO2010/30727, 2010, A1. Location in patent: Page/Page column 92-93
[3] Patent: EP3401309, 2018, A1. Location in patent: Paragraph 0505
[4] Patent: US2009/311217, 2009, A1. Location in patent: Page/Page column 51
[5] Patent: WO2006/57860, 2006, A1. Location in patent: Page/Page column 114-115

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