ChemicalBook > CAS DataBase List > 2,6-Dimethoxyphenol

2,6-Dimethoxyphenol

Product Name
2,6-Dimethoxyphenol
CAS No.
91-10-1
Chemical Name
2,6-Dimethoxyphenol
Synonyms
MCP;Phenol, 2,6-dimethoxy-;aldrich;Dimethoxyphenol;2,6-Dimethoxyphenyl;2,6-Dimethoxyphenol (syringol);2,6-Dwumetoksyfenol;2,6-dimethoxy-pheno;2,6-Dimethoxyphenol;1,3-dimethylpyrogallate
CBNumber
CB0112026
Molecular Formula
C8H10O3
Formula Weight
154.16
MOL File
91-10-1.mol
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2,6-Dimethoxyphenol Property

Melting point:
50-57 °C(lit.)
Boiling point:
261 °C(lit.)
Density 
1.1690 (rough estimate)
refractive index 
1.4745 (estimate)
FEMA 
3137 | 2,6-DIMETHOXYPHENOL
Flash point:
>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
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
Phenol, 2,6-dimethoxy- (91-10-1)
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Safety

Hazard Codes 
Xn,Xi
Risk Statements 
22-36/37/38
Safety Statements 
26-36-37/39
RIDADR 
UN 2811 6.1/PG 1
WGK Germany 
3
RTECS 
SL0900000
Hazard Note 
Irritant
TSCA 
Yes
HS Code 
29095090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
W313726
Product name
2,6-Dimethoxyphenol
Purity
natural, ≥96%
Packaging
100g
Price
$435
Updated
2024/03/01
Sigma-Aldrich
Product number
W313726
Product name
2,6-Dimethoxyphenol
Purity
natural, ≥96%
Packaging
1kg
Price
$2810
Updated
2024/03/01
Sigma-Aldrich
Product number
W313718
Product name
2,6-Dimethoxyphenol
Purity
≥98%, FG
Packaging
100g
Price
$138
Updated
2024/03/01
Sigma-Aldrich
Product number
W313718
Product name
2,6-Dimethoxyphenol
Purity
≥98%, FG
Packaging
1kg
Price
$604
Updated
2024/03/01
Sigma-Aldrich
Product number
W313718
Product name
2,6-Dimethoxyphenol
Purity
≥98%, FG
Packaging
5kg
Price
$2140
Updated
2024/03/01
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2,6-Dimethoxyphenol Chemical Properties,Usage,Production

Chemical Properties

2,6-Dimethoxyphenol is an off-white or grey to brown crystalline powder that has a woody, medicinal, rather dry odor.

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.It is also used as flavoring agent or adjuvant.It is reported to be the single most important flavor chemical in smoke flavors. It is used in smoke flavors, whisky, rum, tea, spice, savory, seafood, meat, liquorices, coffee, and nut flavors.

Definition

ChEBI: 2,6-dimethoxyphenol is a member of the class of phenols that is phenol substituted by methoxy groups at positions 2 and 6. It has a role as a plant metabolite. It is a member of phenols and a dimethoxybenzene.

Preparation

2,6-Dimethoxyphenol is prepared 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.

Purification Methods

Purify the phenol by zone melting or sublimation in a vacuum. [Beilstein 6 IV 7329.]

2,6-Dimethoxyphenol Preparation Products And Raw materials

Raw materials

Preparation Products

Acetosyringone
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View Lastest Price from 2,6-Dimethoxyphenol manufacturers

Hebei Fengjia New Material Co., Ltd
Product
2,6-Dimethoxyphenol 91-10-1
Price
US $6.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
10000
Release date
2024-08-08
JINING XINHE CHEMICAL CO., LTD
Product
2,6-Dimethoxyphenol 91-10-1
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
10ton
Release date
2024-07-16
Hebei Kingfiner Technology Development Co.Ltd
Product
2,6-Dimethoxyphenol 91-10-1
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
50000kg
Release date
2024-05-24

91-10-1, 2,6-DimethoxyphenolRelated Search:

4-Methoxyphenol Dimethyl carbonate Guaiacol 4-Ethoxyphenol 3,4-Dimethoxyphenol p-(2-Methoxyethyl) phenol Diphenyldimethoxysilane 2,6-Dimethoxybenzaldehyde Metformin 3,5-Dimethoxyphenol Dimethyldimethoxysilane 1,1-Dimethoxyethane 3-Methoxyphenol 2,6-Dimethoxybenzoic acid Dimethoxymethane 2,3,4-Trimethoxybenzoic acid Syringic acid 3,4,5-Trimethoxyphenylacetonitrile

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  • TIANFU CHEM -- 2,6-Dimethoxyphenol(NATURAL)
  • 2,6-DIMETHOXYPHENOL Extra Pure
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  • 2,6-Dimethoxyphenol in Methanol
  • 91-10-1
  • 1991-10-01
  • 91-10-1;33-51-2
  • Building Blocks
  • Organic Building Blocks
  • Phenols
  • Oxygen Compounds
  • phenol Flavor
  • Flavor
  • Aromatic Hydrocarbons (substituted) & Derivatives