4-Hydroxy-3-methoxystyrene

4-Hydroxy-3-methoxystyrene
  • CAS No.:7786-61-0
Other grades of this product :
4-Hydroxy-3-methoxystyrene Basic information
Product Name:4-Hydroxy-3-methoxystyrene
Synonyms:2-methoxy-4-vinyl-pheno;2-Methoxy-4-vinylphenol (4-vinylguaiacol);2-methoxy-4-vinylphenol (vinylguaiacol);2-metoxy-4-vinyl-phenol;4-ethenyl-2-methoxy-pheno;4-Ethenyl-2-methoxyphenol;4-ethenyl-2-methoxy-Phenol;4-Vinyl-2-methoxyphenol (4-vinylguaiacol)
CAS:7786-61-0
MF:C9H10O2
MW:150.17
EINECS:232-101-2
Product Categories:Alphabetical Listings;Flavors and Fragrances;Pharmaceutical Raw Materials;Aromatic Phenols;phenol Flavor;M-N
Mol File:7786-61-0.mol
4-Hydroxy-3-methoxystyrene Chemical Properties
Melting point 25-29°C
Boiling point 224 °C(lit.)
density 1.11 g/mL at 25 °C(lit.)
refractive index n20/D 1.582(lit.)
FEMA 2675 | 2-METHOXY-4-VINYLPHENOL
Fp >230 °F
storage temp. 2-8°C
solubility Chloroform (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Slig
pka10.00±0.31(Predicted)
form neat
color Colourless to Off-White Oil to Low-Melting
Water Solubility Miscible with water.
JECFA Number725
BRN 2044521
Stability:Light Sensitive
CAS DataBase Reference7786-61-0(CAS DataBase Reference)
NIST Chemistry Reference2-Methoxy-4-vinylphenol(7786-61-0)
EPA Substance Registry SystemPhenol, 4-ethenyl-2-methoxy- (7786-61-0)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
RTECS SL8205000
TSCA Yes
HS Code 29095000
MSDS Information
ProviderLanguage
SigmaAldrich English
ALFA English
4-Hydroxy-3-methoxystyrene Usage And Synthesis
Chemical Properties2-Methoxy-4-vinylphenol has a powerful, spicy, apple, rum, roasted peanut aroma.
OccurrenceReported found among the steam-distillable phenols from the alcoholic fermentation of cereal grains, especially corn; probably formed from ferulic acid. Reported found in tobacco, beans, coffee, malt, apple, grapefruit juice, grapes, raspberry, strawberry, asparagus, kohlrabi, carrot, celery, tomato, rye bread, smoked fish, cured pork, beer, cognac, rum, cider, sherry, grape wines, coffee, tea, peanut, popcorn,soybean, passion fruit, beans,starfruit,sesame seed, mango, cauliflower, tamarind, fig, corianderseed, rice, quince, rhubarb, dill, lovage root, corn oil, sweet corn, malt, wort, Texas sage, okra, cuttlefish and Chinese quince.
Usesp-Vinylguaiacol is an aromatic substance and one of the compounds responsible for the natural aroma of buckwheat. It is also one of the major pyrolytic products of (E)-N-[(4-hydroxy-3-methoxy)-phenethyl]-3-[(3-methoxy-4-O-β-D-glucopyranosyloxy) phenyl] acrylamide; a new gycloside in tobacco.
DefinitionChEBI: A member of the class of phenols that is guaiacol in which the hydrogen para- to the hydroxy group is replaced by a vinyl group.
PreparationFrom vanillin by reacting with acetic anhydride and sodium acetate yielding 3-methoxy-4-hydroxycinnamic acid on sub sequent hydrolysis; the latter, heated with quinoline in the presence of hydroquinone, is decarboxylated to 4-vinylguaiacol.
Aroma threshold valuesDetection; 0.75 to 3 ppb
General Description2-Methoxy-4-vinylphenol is one of the key volatile aroma compounds of buckwheat and okra.
4-Hydroxy-3-methoxystyrene Preparation Products And Raw materials
Raw materialsSodium acetate trihydrate-->Quinoline-->trans-Cinnamic acid-->4-(1-HYDROXYETHYL)-2-METHOXYPHENOL-->Acetovanillone
Preparation Products4-Ethyl-2-methoxyphenol-->3,4-Dimethoxyphenol-->4-Ethylresorcinol-->DIHYDROEUGENOL

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