4-ALLYL-2,6-DIMETHOXYPHENOL

4-ALLYL-2,6-DIMETHOXYPHENOL Basic information
Identification Description Regulatory Status Usage Natural occurrence
Product Name:4-ALLYL-2,6-DIMETHOXYPHENOL
Synonyms:Phenol,2,6-dimethoxy-4-(2-propen-1-yl)-;FEMA 3655;4-ALLYLSYRINGOL;4-Allyl-2,6-dimethoxyphenol technical grade, >=90%;2,6-dimethoxy-4-prop-2-enylphenol;4-ALLYL-2,6-DIMETHOXYPHENOL;2,6-dimethoxy-4-(2-propenyl)-pheno;2,6-Dimethoxy-4-(2-propenyl)phenol
CAS:6627-88-9
MF:C11H14O3
MW:194.23
EINECS:229-600-2
Product Categories:A-B;Alphabetical Listings;Aromatic Phenols;Organic Building Blocks;Oxygen Compounds;Flavors and Fragrances;Phenols;Building Blocks;C9 to C20+;Chemical Synthesis;Organic Building Blocks;Oxygen Compounds
Mol File:6627-88-9.mol
4-ALLYL-2,6-DIMETHOXYPHENOL Structure
4-ALLYL-2,6-DIMETHOXYPHENOL Chemical Properties
Boiling point 168-169 °C/11 mmHg (lit.)
density 1.092 g/mL at 25 °C (lit.)
FEMA 3655 | 4-ALLYL-2,6-DIMETHOXYPHENOL
refractive index n20/D 1.548(lit.)
Fp >230 °F
storage temp. Inert atmosphere,Room Temperature
pka10.31±0.23(Predicted)
Odorat 1.00 % in propylene glycol. roasted burnt meaty bacon smoky ham
Odor Typemeaty
Water Solubility Soluble in fats. Insoluble in water.
JECFA Number726
LogP1.79
CAS DataBase Reference6627-88-9(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38-43
Safety Statements 26-37/39-36/37
WGK Germany 3
HS Code 29095000
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
4-ALLYL-2,6-DIMETHOXYPHENOL Usage And Synthesis
Identification
CAS.No.: 
6627-88-9 
FL.No.: 
4.051
FEMA.No.: 
3655
NAS.No.: 
3655
CoE.No.: 
11214
EINECS.No.: 
229-600-2 
JECFA.No.: 
726
 
 
DescriptionA clear liquid with a roasted, burnt, meaty, bacon aroma. It is used as a flavoring agent or adjuvant.
Regulatory StatusCoE: n/a
FDA: n/a
FDA (other): n/a
JECFA: ADI: Acceptable. No safety concern when used at current levels as a flavoring agent (2000).


UsageReported uses (ppm): (FEMA, 1994)
Food Category 
Usual 
Max. 
Cheese 
0.1
0.5
Condiments, relishes 
1
5
Gravies 
0.1
0.5
Meat products 
0.1
0.5
Poultry 
0.05
0.2
Seasoning, flavorings 
1
5
Snack foods 
0.1
0.5
Soups 
0.05
0.2
Natural occurrenceReported found in nutmeg, smoked pork belly, smoked sausage, natural smoked flavor banana, sherry and red wine.
Chemical PropertiesCLEAR YELLOW TO ORANGE LIQUID
Chemical PropertiesA clear liquid with a roasted, burnt, meaty, bacon aroma. It is used as a flavoring agent or adjuvant
OccurrenceReported found in nutmeg, smoked pork belly, smoked sausage, natural smoked flavor banana, sherry and red wine
Uses4-Allyl-2,6-dimethoxyphenol is used as a flavoring agent or adjuvant. Also used to produce 2,6-Dimethoxy-4-propyl-phenol.
DefinitionChEBI: 4-allyl-2,6-dimethoxyphenol is a member of the class of phenols that is phenol substituted by an allyl group at position 4 and methoxy groups at positions 2 and 6 respectively. It is a member of phenols, a dimethoxybenzene and a phenylpropanoid.
Aroma threshold valuesDetection at 1.2 ppm
Taste threshold valuesTaste characteristics at 20 ppm: meaty, phenolic, smoky and bacony, with creamy, vanilla nuances
Synthesis Reference(s)Journal of the American Chemical Society, 70, p. 1746, 1948 DOI: 10.1021/ja01185a020
4-ALLYL-2,6-DIMETHOXYPHENOL Preparation Products And Raw materials
Preparation Products3,4-Dimethoxyphenol-->4-Ethylresorcinol-->Methanol
2-amino-1-(4-bromophenyl)-5-oxo-4-(3,4,5-trimethoxyphenyl)-1,4,5,6,7,8-hexahydro-3-quinolinecarbonitrile 4-ALLYL-2,6-DIMETHOXYPHENOL BUTTPARK 77\40-61 SALOR-INT L222461-1EA 3-Anilino-2-(3,4,5-triMethoxybenzyl)acrylonitrile, (Mixture of cis/trans isoMers) BUTTPARK 117\40-62 2,10-DIAZA-9-(4-HYDROXY-3,5-DIMETHOXYPHENYL)-5,5,13-TRIMETHYLTRICYCLO[9.4.0.0(3,8)]PENTADECA-1(15),3(8),11(12),13-TETRAEN-7-ONE 5,3',4'-TRIHYDROXY-6,7,8-TRIMETHOXYFLAVONE Tangeretin 2,10-DIAZA-9-(4-HYDROXY-3,5-DIMETHOXYPHENYL)-5,5-DIMETHYLTRICYCLO[9.4.0.0(3,8)]PENTADECA-1(11),3(8),12,14-TETRAEN-7-ONE 3,3',4',5,6,7,8-heptamethoxyflavone Myristicin SALOR-INT L186481-1EA 3,5-PYRIDINEDICARBOXYLIC ACID, 1,4-DIHYDRO-2,6-DIMETHYL-4-(3,4,5-TRIMETHOXYPHENYL)-, DIETHYL ESTER 4,7-DIMETHOXY-5-(2-PROPANYL)-1,3-BENZODIOXOLE 3',4',5',6,7,8-HEXAMETHOXY-5-HYDROXYFLAVONE SALOR-INT L311391-1EA SALOR-INT L221066-1EA

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