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2,6-dimethoxyphenol

Chemical Structure

General Material Information

Preferred name 2,6-dimethoxyphenol
Trivial Name 2,6-Dimethoxyphenol
Short Description 1,3-dimethoxy-2-hydroxybenzene
Formula C8 H10 O3
CAS Number 91-10-1
FEMA Number 3137
Flavis Number 4.036
ECHA Number 202-041-1
FDA UNII 4UQT464H8K
Nikkaji Number J27.321J
Beilstein Number 1526871
MDL MFCD00064434
COE Number 2233
NMR Predictor External link
JECFA Food Flavoring 721 2,6-dimethoxyphenol
FDA Patent No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm 91-10-1 ; 2,6-DIMETHOXYPHENOL
Synonyms
  • 1,3-di-o-methylpyrogallol
  • 1,3-di-ortho-methyl pyrogallol
  • 2,6-dimethoxy phenol
  • 1,3-dimethoxy-2-hydroxybenzene
  • 2,6-dimethoxybenzolol
  • 2,6-dimethoxyphenol congealed solid
  • 2,6-dimethoxyphenol crystalline powder
  • 2,6-dimethoxyphenol natural 1% in ethyl alcohol
  • 1,3-dimethyl pyrogallate
  • 1,3-dimethylpyrogallate
  • 2-hydroxy-1,3-dimethoxybenzene
  • phenol, 2,6-dimethoxy-
  • pyrogallol 1,3-dimethyl ether
  • pyrogallol dimethyl ether
  • pyrogallol dimethylether
  • syringol
  • 2-Hydroxy-1,3-dimethoxybenzene
  • 1,3-Dimethoxy-2-hydroxybenzene
  • 2,6-Dimethoxyphenic acid

US / EU / FDA / JECFA / FEMA / Scholar / Patents

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Other Information

(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
FDA Substances Added to Food (formerly EAFUS):View
CHEBI:View
CHEMBL:View
Metabolomics Database:Search
KEGG (GenomeNet):C10787
HMDB (The Human Metabolome Database):HMDB34158
FooDB:FDB012443
Export Tariff Code:2909.50.5000
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 154.16529846191
Melting Point 54 to 57°C @ 760 mm Hg
Boiling Point 260 to 261°C @ 760 mm Hg
Vapor Pressure 0.00617 mmHg @ 25 °C
Flash Point TCC Value 140 °C TCC
logP (o/w) 1.15
Solubility
alcohol Yes
water, 17200 mg/L @ 13C (exp) Yes
water No

Organoleptic Properties

Odor Type: Smoky
smoky, phenolic, balsamic, bacon, powdery, woody, sweet, medicinal
Odor strength high , recommend smelling in a 1.00 % solution or less
Substantivity 356 hour(s) at 100.00 %
Luebke, William tgsc, (1995) At 1.00 % in dipropylene glycol. smoky phenolic balsamic bacon powdery woody
Mosciano, Gerard P&F 19, No. 1, 27, (1994) Sweet, phenol, smoky, medicinal, balsamic
Flavor Type: Medicinal
sweet, medicinal, creamy, meaty, vanilla, spicy
Mosciano, Gerard P&F 19, No. 1, 27, (1994) At 60.00 ppm. Sweet, medicinal, creamy, meaty, vanilla, spice

Occurrences

Potential Uses

Applications
Odor purposes Coffee, Licorice, Saffron, Vanilla
Flavoring purposes Bacon, Meat smoked meat, Nut, Salmon smoked salmon, Smoke

Safety Information

Safety information

Preferred SDS: View
European information :
Most important hazard(s):
Xn - Harmful.
R 22 - Harmful if swallowed.
R 36/37/38 - Irritating to eyes, respiratory system, and skin.
S 02 - Keep out of the reach of children.
S 20/21 - When using do not eat, drink or smoke.
S 24/25 - Avoid contact with skin and eyes.
S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S 36/37/39 - Wear suitable clothing, gloves and eye/face protection.
Hazards identification
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
Pictogram
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
oral-rat LD50 550 mg/kg
BEHAVIORAL: GENERAL ANESTHETIC
Folia Medica Cracoviensia. Vol. 32, Pg. 309, 1991.

oral-mouse LD50 2500 mg/kg
Bromatologia i Chemia Toksykologiczna. Vol. 14, Pg. 301, 1981.

oral-rat LD50 [sex: M,F] 790 mg/kg
(Piccirillo & Hartman, 1982)

intravenous-cat LDLo 100 mg/kg
SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: DYSPNEA
British Journal of Pharmacology. Vol. 53, Pg. 93, 1975.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined

Safety in use information

Category:
flavor and fragrance agents
RIFM Fragrance Material Safety Assessment: Search
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice
Recommendation for 2,6-dimethoxyphenol usage levels up to:
0.1000 % in the fragrance concentrate.
Maximised Survey-derived Daily Intakes (MSDI-EU): 5.40 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 12.00 (μg/capita/day)
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 4. Update in publication number(s): 29
Click here to view publication 4
average usual ppmaverage maximum ppm
baked goods: 1.500005.00000
beverages(nonalcoholic): 2.000005.00000
beverages(alcoholic): 0.0500010.00000
breakfast cereal: --
cheese: --
chewing gum: --
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: 2.000002.00000
frozen dairy: 2.000005.00000
fruit ices: --
gelatins / puddings: 2.000005.00000
granulated sugar: --
gravies: --
hard candy: --
imitation dairy: --
instant coffee / tea: --
jams / jellies: --
meat products: 4.0000018.00000
milk products: --
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: --
soft candy: 2.000005.00000
soups: 0.100000.80000
sugar substitutes: --
sweet sauces: --

Safety references

European Food Safety Athority(EFSA):Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies...

European Food Safety Authority (EFSA) reference(s):

Opinion of the Scientific Panel on food additives, flavourings, processing aids and materials in contact with food (AFC) related to Flavouring Group Evaluation 22 (FGE.22): Ring-substituted phenolic substances from chemical groups 21 and 25 (Commission Regulation (EC) No 1565/2000 of 18 July 2000)
View page or View pdf

Flavouring Group Evaluation 58 (FGE.58) Consideration of phenol derivatives evaluated by JECFA (55th meeting) structurally related to ring substituted phenolic substances evaluated by EFSA in FGE.22 (2006) (Commission Regulation (EC) No 1565/2000 of 18 July 2000) - Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in contact with Food (AFC)
View page or View pdf

Flavouring Group Evaluation 60 (FGE.60): Consideration of eugenol and related hydroxyallylbenzene derivatives evaluated by JECFA (65th meeting) structurally related to ring- substituted phenolic substances evaluated by EFSA in FGE.22 (2006)
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 22, Revision 1 (FGE.22Rev1): Ring-substituted phenolic substances from chemical groups 21 and 25
View page or View pdf

Scientific Opinion on the safety and efficacy of phenol derivatives containing ring-alkyl, ring-alkoxy and side-chains with an oxygenated functional group (chemical group 25) when used as flavourings for all species
View page or View pdf

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA GENetic TOXicology:Search
EPA Substance Registry Services (TSCA):91-10-1
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :7041
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
2,6-dimethoxyphenol
Chemidplus:0000091101
RTECS:SL0900000 for cas# 91-10-1