| Identification | More | [Name]
2,6-Dimethoxyphenol | [CAS]
91-10-1 | [Synonyms]
2,6-DIMETHYL-4-NITROSOPHENOL
4-NITROSO-2,6-XYLENOL
6-CYCLOHEXYL-4-METHYL PYRONE
MCP
1,3-Dimethoxy-2-hydroxybenzene
1,3-Dimethyl pyrogallate
1,3-dimethylpyrogallate
2,6-dimethoxy-pheno
2,6-Dimethoxyphenol (syringol)
2,6-Dimethoxyphenyl
2,6-Dwumetoksyfenol
2-Hydroxy-1,3-dimethoxybenzene
aldrich
Dimethoxyphenol
Pyrogallol 1,3-dimethyl ether~Syringol
2 6-DIMETHOXYPHENOL 98+%
2 6-DIMETHYLPHENOL 96+% NATURAL
syringol,2,6-dimethoxyphenol
Phenol, 2,6-dimethoxy-
2,6-Dimethoxyphenol | [EINECS(EC#)]
202-041-1 | [Molecular Formula]
C8H10O3 | [MDL Number]
MFCD00156296 | [Molecular Weight]
154.16 | [MOL File]
91-10-1.mol |
| Chemical Properties | Back Directory | [Appearance]
Off-white or grey to brown crystalline powder, | [Melting point ]
50-57 °C(lit.)
| [Boiling point ]
261 °C(lit.)
| [density ]
1.1690 (rough estimate) | [FEMA ]
3137 | [refractive index ]
1.4745 (estimate) | [Fp ]
>230 °F
| [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [solubility ]
Chloroform (Slightly), Ethyl Acetate (Slightly) | [form ]
Crystalline Powder, Crystals, or Crystalline Solid | [pka]
9.97±0.10(Predicted) | [color ]
Off-white or gray to brown | [Odor]
at 1.00 % in dipropylene glycol. smoky phenolic balsamic bacon powdery woody | [biological source]
synthetic | [Odor Type]
smoky | [Water Solubility ]
2 g/100 mL (13 ºC) | [JECFA Number]
721 | [BRN ]
1526871 | [InChIKey]
KLIDCXVFHGNTTM-UHFFFAOYSA-N | [LogP]
0.77 | [CAS DataBase Reference]
91-10-1(CAS DataBase Reference) | [NIST Chemistry Reference]
Phenol, 2,6-dimethoxy-(91-10-1) | [EPA Substance Registry System]
91-10-1(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection . | [RIDADR ]
UN 2811 6.1/PG 1
| [WGK Germany ]
3
| [RTECS ]
SL0900000
| [Hazard Note ]
Irritant | [TSCA ]
Yes | [HS Code ]
29095000 |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
1-Propanone, 1-(4-hydroxy-3,5-dimethoxyphenyl)--->4-Hydroxy-3-methoxystyrene-->Homovanillic acid-->2-Propen-1-one, 1-(4-hydroxy-3-methoxyphenyl)--->4-HYDROXY-3-METHOXYPHENYLACETONE-->DIHYDROEUGENOL-->DIHYDROCONIFERYL ALCOHOL-->1-Propanone, 1-(3,4-dimethoxyphenyl)-3-hydroxy--->2-HYDROXYACETOPHENONE-->2,6-Dimethoxyphenylboronic acid-->3,4-Dimethoxyacetophenone-->4-ETHYLANISOLE-->Pyrogallol-->4-Methoxybenzoic acid-->2-(2,6-Dimethoxyphenoxy)-1-(3,4-dimethoxyphenyl)ethanone | [Preparation Products]
Acetosyringone-->1,2-Ethanediyl, 1-phenyl- (9CI)-->4-Ethylphenol |
| Hazard Information | Back Directory | [Chemical Properties]
2,6-Dimethoxyphenol has a woody, medicinal, rather dry odor.
| [Chemical Properties]
off-white or grey to brown crystalline powder, | [Occurrence]
Reported found in beechwood tar creosote, onion, garlic, leek, chive, nira (Allium tuberosum Rotti), nobira
(Allium grayi Regal) and caucus (Allium victoralis L.) | [Uses]
2,6-Dimethoxyphenol has been used as a metabolite of lignin depolymerisation. | [Definition]
ChEBI: A member of the class of phenols that is phenol substituted by methoxy groups at positions 2 and 6. | [Preparation]
By reacting pyrogallol with methyl iodide in alkaline aqueous medium; by demethylation of pyrogallol trimethyl ether in
aqueous alkali or in alcohol | [Aroma threshold values]
Detection: 400 ppb to 1.85 ppm | [Taste threshold values]
Taste characteristics at 60 ppm: sweet, medicinal, creamy, meaty, vanilla, spice. | [Synthesis Reference(s)]
The Journal of Organic Chemistry, 44, p. 4444, 1979 DOI: 10.1021/jo01338a043
Tetrahedron Letters, 34, p. 7667, 1993 DOI: 10.1016/S0040-4039(00)61534-4 | [General Description]
2,6-Dimethoxyphenol has been identified as one of the volatile flavor constituents in shoyu (soy sauce), wine and wood smoke. | [storage]
Store at -20°C | [Purification Methods]
Purify the phenol by zone melting or sublimation in a vacuum. [Beilstein 6 IV 7329.] |
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