4-Allylpyrocatechol

4-Allylpyrocatechol
  • CAS No.:1126-61-0
Other grades of this product :
4-Allylpyrocatechol Basic information
Product Name:4-Allylpyrocatechol
Synonyms:4-DIHYDROXY-ALLYLBENZENE;2-hydroxychavicol;HYDROXYCHAVICOL;4-Allylpyrocatechol;1,2-Benzenediol, 4-(2-propen-1-yl)-;HYDROXYCHAVICOL(P);1,2-Dihydroxy-4-allylbenzene;4-(2-Propenyl)-1,2-benzenediol
CAS:1126-61-0
MF:C9H10O2
MW:150.17
EINECS:
Product Categories:
Mol File:1126-61-0.mol
4-Allylpyrocatechol Chemical Properties
Melting point 42.0 to 46.0 °C
Boiling point 123°C/2mmHg(lit.)
density 1.148±0.06 g/cm3(Predicted)
Fp 141℃
storage temp. Sealed in dry,2-8°C
pka9.83±0.10(Predicted)
form neat
color White to Gray to Brown
BRN 1937030
InChIKeyFHEHIXJLCWUPCZ-UHFFFAOYSA-N
CAS DataBase Reference1126-61-0
Safety Information
WGK Germany 3
RTECS CZ9029440
MSDS Information
4-Allylpyrocatechol Usage And Synthesis
Chemical PropertiesWhite to Gray to Brown powder to crystal.
Uses4-Allylpyrocatechol (other name: hydroxychavicol), isolated from Piper betle leaves, has been reported as an antimicrobial, antioxidant, and anti-inflammatory agent. In 2009, it was reported as a more potent xanthine oxidase (XO) inhibitor than allopurinol, which is clinically used for the treatment of hyperuricemia.4-Allylpyrocatechol is an antioxidant found in Piper Betel leaf extract. It is widely used as mouth freshener. It is a phenolic compound, considered to be effective against indomethacin-gastropathy.
Preparation4-allylpyrocatechol is readily obtained from precursors such as eugenol or methyl eugenol – two natural products predominately extracted from the essential oils of Syzygium aromaticum flower buds (commonly known as clove buds) by hydrodistillation.8.00 g EugTES (21 mmol) was dissolved in 10 mL of THF and purged with N2 for 45 minutes. The solution was then transferred, under N2, to a reaction vessel containing HCl solution, and mixed rapidly. The reaction proceeded quickly and completion was confirmed via thin layer chromatography. The organic layer was extracted into CH2Cl2 and then washed with H2O, followed by drying and filtration. The solvent was removed via vacuum to recover the pure product as a white solid (Yield, 54%).Synthesis of 4-allylpyrocatechol (EugOH) from methyl eugenol.
4-Allylpyrocatechol Preparation Products And Raw materials

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