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syringol
Sign in to saveAlso known as Pyrogallol 1,3-dimethyl ether, 1,3-dimethyl pyrogallate, 1,3-dimethoxy-2-hydroxybenzene, 2-hydroxy-1,3-dimethoxybenzene, 1,3-di-O-methylpyrogallol, 2,6-dimethoxyphenol
Syringol is the organic compound with the formula HO(CH3O)2C6H3. The molecule is a phenol, with methoxy groups in the flanking (2 and 6) positions. It is the symmetrically dimethylated derivative of pyrogallol. It is a colorless solid, although typical samples are brown owing to air-oxidized impurities. Together with guaiacol, syringol and its derivatives are produced by the pyrolysis of lignin. Specifically, syringol is derived from the thermal decomposition of the sinapyl alcohol component. As such, syringol is a main component of wood smoke.
Chemical data
- Formula
- C8H10O3
- Molecular weight
- 154.16 g/mol
- IUPAC name
- 2,6-dimethoxyphenol
- SMILES
- COC1=C(C(=CC=C1)OC)O
- InChIKey
- KLIDCXVFHGNTTM-UHFFFAOYSA-N
- XLogP
- 1.1
- Polar surface area
- 38.7 Ų
- H-bond donors
- 1
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 154.063
Show 4 more facts
- Commons category
- Syringol
- chemical formula
- C₈H₁₀O₃
- canonical SMILES
- COC1=C(C(=CC=C1)OC)O
- melting point
- 54.0
Sources (1)
via Wikidata · CC0
~2 min read
Encyclopedic overview
5 sectionsContents
- Syringyl/guaiacyl ratio
- Food preparation
- Chemical feedstock
- See also
- References
Syringol is the organic compound with the formula HO(CH3O)2C6H3. The molecule is a phenol, with methoxy groups in the flanking (2 and 6) positions. It is the symmetrically dimethylated derivative of pyrogallol. It is a colorless solid, although typical samples are brown owing to air-oxidized impurities. Together with guaiacol, syringol and its derivatives are produced by the pyrolysis of lignin. Specifically, syringol is derived from the thermal decomposition of the sinapyl alcohol component. As such, syringol is a main component of wood smoke.
==Syringyl/guaiacyl ratio== Lignin, comprising a major fraction of biomass, is sometimes classified according to the syringyl component. Pyrolysis of lignin derived from sinapyl alcohol affords syringol. The conversion involves replacement of the propenyl alcohol substituent of the sinapyl alcohol by hydrogen. A high syringyl (or S) content is indicative of lignin from angiosperms. In contrast, pyrolysis of lignin from gymnosperms gives more guaiacol, resulting from conversion of coniferyl alcohol. These lignins have a high guaiacyl (or G) content.
Excerpted from Wikipedia’s “syringol” article, available under the CC BY-SA 4.0 licence.