2,6-dimethoxy-4-vinyl phenol

2,6-dimethoxy-4-vinylphenol

CAS: 28343-22-8 C10 H12 O3 MW: 180.20324000 animal

Identification

Name2,6-dimethoxy-4-vinyl phenol
IUPAC4-ethenyl-2,6-dimethoxyphenol
CAS Number28343-22-8
FDA UNIIZB5OK5EX8B
Molecular FormulaC10 H12 O3
Molecular Weight180.20324000
CoE Number11229

Regulatory

DG SANTE Food Flavourings04.061 2,6-dimethoxy-4-vinylphenol

Physical Properties

Appearance colorless solid (est)
Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Melting Point 133.00 to 135.00 °C. @ 760.00 mm Hg
Boiling Point 314.00 to 315.00 °C. @ 760.00 mm Hg
Vapor Pressure 0.002000 mmHg @ 25.00 °C. (est)
Flash Point 259.00 °F. TCC ( 126.11 °C. )
logP (o/w) 2.606 (est)
Soluble in alcohol
Insoluble in water

Organoleptic Properties

Odor Description at 10.00 % in dipropylene glycol.

Safety Information

Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryflavoring agents
Recommendation for 2,6-dimethoxy-4-vinyl phenol usage levels up tonot for fragrance use.
Maximised Survey-derived Daily Intakes (MSDI-EU)1.20 (μg/capita/day)
Modified Theoretical Added Maximum Daily Intake (mTAMDI)420 (μg/person/day)
Threshold of Concern1800 (μg/person/day)
Structure ClassI
Dairy products, excluding products of category 02.0 (01.0)0.50000
Fats and oils, and fat emulsions (type water-in-oil) (02.0)0.20000
Edible ices, including sherbet and sorbet (03.0)0.50000
Processed fruit (04.1)0.40000
Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2)-
Confectionery (05.0)1.00000
Chewing gum (05.3)-
Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0)0.20000
Bakery wares (07.0)2.00000
Meat and meat products, including poultry and game (08.0)0.20000
Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0)0.20000
Eggs and egg products (10.0)-
Sweeteners, including honey (11.0)-
Salts, spices, soups, sauces, salads, protein products, etc. (12.0)0.30000
Foodstuffs intended for particular nutritional uses (13.0)0.50000
Non-alcoholic ("soft") beverages, excl. dairy products (14.1)0.20000
Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2)1.00000
Ready-to-eat savouries (15.0)2.00000
Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0)0.40000

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Potential Uses

None Found

Natural Occurrence

beer - up to 0.03 mg/kg PMC coffee - 1.8 mg/kg PMC wort - 0.05 mg/kg

Synonyms

canolol 2,6- dimethoxy-4-vinylphenol 4- ethenyl-2,6-dimethoxyphenol phenol, 4-ethenyl-2,6-dimethoxy- PubMed: Cold-pressed and hot-pressed rapeseed oil: The effects of roasting and seed moisture on the antioxi- dant activity, canolol, and tocopherol level. PubMed: Dehulling and microwave pretreatment effects on the physicochemical composition and antioxidant capacity of virgin rapeseed oil. PubMed: Mechanical hulling and thermal pre-treatment effects on rapeseed oil antioxidant capacity and related lipophilic and hydrophilic bioactive compounds. PubMed: Antioxidant (Tocopherol and Canolol) Content in Rapeseed Oil Obtained from Roasted Yellow-Seeded Brassica napus. PubMed: The effect of microwave pretreatment of seeds on the stability and degradation kinetics of phenolic compounds in rapeseed oil during long-term storage. PubMed: Potential of endophytic fungus Phomopsis liquidambari for transformation and degradation of recalcitrant pollutant sinapic acid. PubMed: Flavoromics approach in monitoring changes in volatile compounds of virgin rapeseed oil caused by seed roasting. PubMed: Changes in 4-vinylsyringol and other phenolics during rapeseed oil refining. PubMed: Canolol inhibits gastric tumors initiation and progression through COX-2/PGE2 pathway in K19-C2mE transgenic mice. PubMed: Value-added potential of expeller-pressed canola oil refining: characterization of sinapic acid derivatives and tocopherols from byproducts. PubMed: Effect of seed roasting on canolol, tocopherol, and phospholipid contents, Maillard type reactions, and oxidative stability of mustard and rapeseed oils. PubMed: Influence of microwaves treatment of rapeseed on phenolic compounds and canolol content. PubMed: Endogenous Phenolics in Hulls and Cotyledons of Mustard and Canola: A Comparative Study on Its Sinapates and Antioxidant Capacity. PubMed: Protection from inflammatory bowel disease and colitis-associated carcinogenesis with 4-vinyl-2,6-dimethoxyphenol (canolol) involves suppression of oxidative stress and inflammatory cytokines. PubMed: Anticancer effects of 4-vinyl-2,6-dimethoxyphenol (canolol) against SGC-7901 human gastric carcinoma cells. PubMed: Isolation and identification of a potent radical scavenger (canolol) from roasted high erucic mustard seed oil from Nepal and its formation during roasting. PubMed: Protective effect of canolol from oxidative stress-induced cell damage in ARPE-19 cells via an ERK mediated antioxidative pathway. PubMed: Canolol: a promising chemical agent against oxidative stress. PubMed: Therapeutic strategies by modulating oxygen stress in cancer and inflammation. PubMed: 4-Vinyl-2,6-dimethoxyphenol (canolol) suppresses oxidative stress and gastric carcinogenesis in Helicobacter pylori-infected carcinogen-treated Mongolian gerbils. PubMed: Isolation, identification, and structure of a potent alkyl-peroxyl radical scavenger in crude canola oil, canolol. PubMed: Antioxidative and antimutagenic activities of 4-vinyl-2,6-dimethoxyphenol (canolol) isolated from canola oil.