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词条 Syringol
释义

  1. Natural occurrence

  2. Uses

     Food preparation  Chemical feedstock 

  3. See also

  4. References

{{chembox
| Verifiedimages = changed
| Watchedfields = changed
| verifiedrevid = 470475699
| Chembox_ref =[1]
| Name = Syringol
| ImageFile_Ref = {{chemboximage|correct|??}}
| ImageFile = Syringol.png
| ImageSize = 150px
| ImageName = Syringol
| IUPACName = 1,3-Dimethoxy-2-hydroxybenzene
| OtherNames = Syringol
2,6-Dimethoxyphenol
2-Hydroxy-1,3-dimethoxybenzene
Pyrogallol 1,3-dimethyl ether
|Section1={{Chembox Identifiers
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 955
| SMILES = O(c1cccc(OC)c1O)C
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 6774
| PubChem = 7041
| EC_number = 202-041-1
| Beilstein = 1526871
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 4UQT464H8K
| InChI = 1/C8H10O3/c1-10-6-4-3-5-7(11-2)8(6)9/h3-5,9H,1-2H3
| InChIKey = KLIDCXVFHGNTTM-UHFFFAOYAG
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 109652
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C8H10O3/c1-10-6-4-3-5-7(11-2)8(6)9/h3-5,9H,1-2H3
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = KLIDCXVFHGNTTM-UHFFFAOYSA-N
| CASNo = 91-10-1
| CASNo_Ref = {{cascite|correct|CAS}}
|Section2={{Chembox Properties
| Formula = C8H10O3
| MolarMass = 154.16 g/mol
| Appearance = Gray to light brown solid
| Density =
| MeltingPtC = 50 to 57
| MeltingPt_notes =
| BoilingPtC = 261
| Solubility = Slightly soluble
}}
|Section3={{Chembox Hazards
| Hazards_ref =[1]
| FlashPtC = 140
}}

Syringol is a naturally occurring aromatic organic compound. It is a dimethyl ether of pyrogallol.

Natural occurrence

Together with guaiacol, syringol and its derivates are characteristic products of pyrolysis of lignin, being derived from the thermal decomposition of the Sinapyl alcohol monomer. As such, syringol is an important component of wood smoke.

Uses

Food preparation

In preparation of food by smoking, syringol is the main chemical responsible for the smoky aroma, while guaiacol contributes mainly to taste. Artificial liquid or solid smoke flavorings also contain the chemical, on average composing 13.73% and 13.42% of those products by mass respectively.[2]

Chemical feedstock

Pyrolysis oil, a biofuel derived from woody biomass, can be optimized to yield syringol as a byproduct, potentially replacing demand for petroleum derived phenols.[3] For instance, studies indicate that syringol can serve as a substitute feedstock for phenol formaldehyde resin, a commonly used, water resistant adhesive for plywood.[4]

See also

{{Div col|colwidth=16em}}
  • Phenolic content in wine
  • Syringaldehyde
  • Syringic acid
  • Acetosyringone
  • Sinapaldehyde
  • Sinapinic acid
  • Sinapine
  • Canolol
{{Div col end}}

References

1. ^2,6-Dimethoxyphenol at Sigma-Aldrich
2. ^{{cite book|authors=Mrak, E. M., Chichester, C. O., & Schweigert|title=Advances in Food Research, Volume 29|year=1984|publisher=Academic Press, Inc.|location=London|isbn=9780080567488|pages=129–130|url=https://books.google.com/books?id=PO4DhgFWIuQC}}
3. ^{{cite journal|author1=Dinesh Mohan |author2=Charles U. Pittman Jr. |author3=Philip H. Steele |title=Pyrolysis of Wood/Biomass for Bio-oil: A Critical Review|journal=Energy & Fuels|year=2006|volume=20|issue=3|page=863|doi=10.1021/ef0502397}}
4. ^{{cite journal|last=Bridgwater|first=A.V. |author2=Effendi A |author3=Gerhauser H|title=Production of renewable phenolic resin by thermochemical conversion of biomass: A review|journal=Renewable and Sustainable Energy Reviews|year=2008|volume=12|issue=8|doi=10.1016/j.rser.2007.04.008}}

1 : O-Methylated natural phenols

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