Basic information Identification Description Regulatory Status Usage Natural occurrence Safety Supplier Related
ChemicalBook >  Product Catalog >  Chemical Reagents >  Organic reagents >  Aromatic alcohol >  4-ALLYL-2,6-DIMETHOXYPHENOL

4-ALLYL-2,6-DIMETHOXYPHENOL

Basic information Identification Description Regulatory Status Usage Natural occurrence Safety Supplier Related

4-ALLYL-2,6-DIMETHOXYPHENOL Basic information

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
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4-ALLYL-2,6-DIMETHOXYPHENOL Chemical Properties

Boiling point:
168-169 °C/11 mmHg (lit.)
Density 
1.092 g/mL at 25 °C (lit.)
refractive index 
n20/D 1.548(lit.)
FEMA 
3655 | 4-ALLYL-2,6-DIMETHOXYPHENOL
Flash point:
>230 °F
storage temp. 
Inert atmosphere,Room Temperature
pka
10.31±0.23(Predicted)
Odor
at 1.00 % in propylene glycol. roasted burnt meaty bacon smoky ham
Odor Type
meaty
Water Solubility 
Soluble in fats. Insoluble in water.
JECFA Number
726
LogP
1.79
CAS DataBase Reference
6627-88-9(CAS DataBase Reference)
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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

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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
 
 

Description

A clear liquid with a roasted, burnt, meaty, bacon aroma. It is used as a flavoring agent or adjuvant.

Regulatory Status

CoE: 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).

Usage

Reported 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 occurrence

Reported found in nutmeg, smoked pork belly, smoked sausage, natural smoked flavor banana, sherry and red wine.

Chemical Properties

CLEAR YELLOW TO ORANGE LIQUID

Chemical Properties

A clear liquid with a roasted, burnt, meaty, bacon aroma. It is used as a flavoring agent or adjuvant

Occurrence

Reported found in nutmeg, smoked pork belly, smoked sausage, natural smoked flavor banana, sherry and red wine

Uses

4-Allyl-2,6-dimethoxyphenol is used as a flavoring agent or adjuvant. Also used to produce 2,6-Dimethoxy-4-propyl-phenol.

Definition

ChEBI: 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 values

Detection at 1.2 ppm

Taste threshold values

Taste 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

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