Chemical structure of piceol
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Names | |
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Preferred IUPAC name
1-(4-Hydroxyphenyl)ethan-1-one | |
Other names
1-(4-Hydroxyphenyl)ethanone
4-Hydroxyacetophenone 4'-Hydroxyacetophenone p-Hydroxyacetophenone | |
Identifiers | |
3D model (
JSmol)
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ChEBI | |
ChemSpider | |
ECHA InfoCard | 100.002.548 |
PubChem
CID
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UNII | |
CompTox Dashboard (
EPA)
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Properties | |
C8H8O2 | |
Molar mass | 136.150 g·mol−1 |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
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Piceol is a phenolic compound found in the needles and in mycorrhizal roots of Norway spruces ( Picea abies). [1] [2] Picein is the glucoside of piceol. [3]
Piceol is used in the synthesis of several pharmaceutical drugs including octopamine, sotalol, bamethan, and dyclonine.[ citation needed]
Piceol can be used to make acetaminophen by condensation with hydroxylamine and subsequent Beckmann rearrangement in acid. [4]
Anticonvulsants are also possible by Mannich reaction: [5]
Diprenylated derivatives of piceol can be isolated from Ophryosporus macrodon. [6]
4-Hydroxyacetophenone monooxygenase is an enzyme that transforms piceol into O-acetyl hydroquinone. This enzyme is found in Pseudomonas fluorescens.
Chemical structure of piceol
| |
Names | |
---|---|
Preferred IUPAC name
1-(4-Hydroxyphenyl)ethan-1-one | |
Other names
1-(4-Hydroxyphenyl)ethanone
4-Hydroxyacetophenone 4'-Hydroxyacetophenone p-Hydroxyacetophenone | |
Identifiers | |
3D model (
JSmol)
|
|
ChEBI | |
ChemSpider | |
ECHA InfoCard | 100.002.548 |
PubChem
CID
|
|
UNII | |
CompTox Dashboard (
EPA)
|
|
| |
| |
Properties | |
C8H8O2 | |
Molar mass | 136.150 g·mol−1 |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
Piceol is a phenolic compound found in the needles and in mycorrhizal roots of Norway spruces ( Picea abies). [1] [2] Picein is the glucoside of piceol. [3]
Piceol is used in the synthesis of several pharmaceutical drugs including octopamine, sotalol, bamethan, and dyclonine.[ citation needed]
Piceol can be used to make acetaminophen by condensation with hydroxylamine and subsequent Beckmann rearrangement in acid. [4]
Anticonvulsants are also possible by Mannich reaction: [5]
Diprenylated derivatives of piceol can be isolated from Ophryosporus macrodon. [6]
4-Hydroxyacetophenone monooxygenase is an enzyme that transforms piceol into O-acetyl hydroquinone. This enzyme is found in Pseudomonas fluorescens.