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4-Vinylphenol

4-Vinylphenol Structure
CAS No.
2628-17-3
Chemical Name:
4-Vinylphenol
Synonyms
4-VINYLPHENOL;p-hydroxystyrene;4-ethenylphenol;FEMA 3739;p-vinylphenol;4-vinylphenol,4-ethenyl-phenol,p-hydroxystyrene;Styrene-4-ol;p-Oxystyrene;p-vinyl-pheno;p-vinyl-phenol
CBNumber:
CB3362136
Molecular Formula:
C8H8O
Molecular Weight:
120.15
MOL File:
2628-17-3.mol
MSDS File:
SDS
Modify Date:
2024/5/18 8:51:57

4-Vinylphenol Properties

Melting point 73 °C
Boiling point 228.85°C (estimate)
Density 1.04
vapor pressure 9.38hPa at 25℃
refractive index 1.4440
FEMA 3739 | P-VINYLPHENOL
Flash point >230 °F
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
solubility Chloroform (Sparingly), DMSO (Slightly)
form Liquid
pka 9.95±0.26(Predicted)
color Clear colorless to orange
Odor at 0.01 % in propylene glycol. chemical phenolic medicinal sweet
Odor Type phenolic
Water Solubility Slightly miscible with water.
Sensitive Hygroscopic
JECFA Number 711
BRN 506844
Stability Light Sensitive
LogP 2.3 at 25℃
CAS DataBase Reference 2628-17-3(CAS DataBase Reference)
NIST Chemistry Reference 4-hydroxystyrene(2628-17-3)
EPA Substance Registry System Phenol, 4-ethenyl- (2628-17-3)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS05
Signal word  Warning
Hazard statements  H318
Precautionary statements  P280i-P305+P351+P338-P310a
Hazard Codes  Xn
Risk Statements  22-41
Safety Statements  26-39
WGK Germany  2
RTECS  SN3800000
HS Code  29089990
Toxicity rabbit,LDLo,ocular,50mg/kg (50mg/kg),United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. Vol. 8EHQ-1285-0579S,
NFPA 704
1
2 1

4-Vinylphenol price More Price(2)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
ALFA India ALF-L10902-06 4-Vinylphenol, min 10% soln. in propylene glycol 2628-17-3 5g ₹6050 2022-05-26 Buy
ALFA India ALF-L10902-03 4-Vinylphenol, min 10% soln. in propylene glycol 2628-17-3 1g ₹1588 2022-05-26 Buy
Product number Packaging Price Buy
ALF-L10902-06 5g ₹6050 Buy
ALF-L10902-03 1g ₹1588 Buy

4-Vinylphenol Chemical Properties,Uses,Production

Chemical Properties

4-Hydroxystyrene, also known as 4-vinylphenol or p-vinylphenol, is a colorless liquid with a vanilla extract odor. It can be dissolved in various organic solvents such as ethanol, acetone, benzene, and dimethyl sulfoxide, but it does not dissolve in water. This compound exhibits good stability, although it can be affected by light and ozone exposure, leading to potential oxidization reactions. It is an important chemical used as a monomer for producing poly(4-vinylphenol) (PVPh).

Occurrence

4-Vinylphenol is found in wine and beer. It is produced by the spoilage yeast Brettanomyces. When it reaches concentrations greater than the sensory threshold, it can give the wine aromas described as barnyard, medicinal, band-aids, and mousy. In wine, 4-vinylphenol can react with other molecules, such as anthocyanidins, to produce new chemical compounds. In white wines vinylphenols are dominant (4-vinylphenol 70-1 150 μg/l, 4-vinylguaiacol 10-490 μg/l) whereas, in red wines, it is the corresponding ethyl phenols.
Reported found in apple, cooked asparagus, dried bonito fish, cloudberries, cooked corn, roasted peanuts, rice bran, sandalwood, wild strawberries, vetiver oil, cooked apple, black currant, red wine, white wine, rose wine, coffee, green tea cognac, tomato, partially fermented tea, microbial fermented tea, black tea, heated soybean, coriander seeds, beer, cognac, peanut butter, soybean, beans, mushrooms, starfruit, tamarind, mango, rice, sweet corn, corn oil, malt, wort, rosemary and Bourbon vanilla.

Uses

4-Vinylphenol, 10 wt.% In Propylene Glycol can be used as a perfume oil mixture.

Definition

ChEBI: 4-hydroxystyrene is a member of the class of phenols that is styrene carrying a hydroxy substituent at position 4. It has a role as a human urinary metabolite and a human xenobiotic metabolite. It derives from a hydride of a styrene.

Production Methods

4-Hydroxystyrene (mp 73.5 C, sublimation range 70–80 ℃ at 0.004 kPa) can be obtained by gas-phase dehydrogenation of 4- ethylphenol at 550–600 ℃ and 0.1 MPa on an iron oxide catalyst and in the presence of steam and an aromatic hydrocarbon as diluents. The alkenylphenol, which polymerizes readily, can be separated from the less acidic unconverted 4-ethylphenol by extracting the condensed reactor effluent with alkali at 30 ℃.

Application

4-Vinylphenols, a class of functionalized styrenes, constitute one of the most extensively explored compounds due to their wide-ranging applications in food and alcoholic beverages, flavoring substances, and as intermediates in the preparation of various bioactive molecules, polymers, and copolymers that are useful in coatings, electronic applications, ion exchange resins, and photoresists, etc. In addition, several biological activities, such as antioxidant, antibacterial, antifungal, hypolipidemic, and antimutagenic, have been attributed to these compounds[1].

References

[1] Arun K. Sinha, Bhupendra P. Joshi, Anuj Sharma. “One-Pot Two-Step Synthesis of 4-Vinylphenols from 4-Hydroxy Substituted Benzaldehydes under Microwave Irradiation: A New Perspective on the Classical Knoevenagel—Doebner Reaction.” ChemInform 38 19 (2007).

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4-Vinylphenol solution 10 wt. % in propylene glycol 4-Vinylphenol,10%soln.inpropyleneglycol PARA-VINYLPHENOL 4-Vinylphenol in 10% sol. Propylene glycol 4-VINYLPHENOL (10% SOLUTION IN PROPYLENE GLYCOL) 4-VINYL PHENOL 10% IN PROPYLENE GLYCOL p-Oxystyrene Styrene-4-ol 4-Vinylphenol ,95% 4-Vinylphenol, 95%, 10% solution in propylene glycol 4-Vinylphenol, Min 10% soln. in propylene glycol 4-VINYLPHENOL, CA 10% SOLN. IN PROPYLENE GLYCOL 4-Vinylphenol, 10 wt.% solution in propylene glycol Phenol, 4-ethenyl- p-vinyl-pheno p-vinyl-phenol 4-HYDROXYSTYRENE 4-hydroxystyrene (4-vinylphenol) 4-Vinylphenol, 10 wt.% In propylene glycol 4-Hydrozystyrene 4-Vinylphenol(4-Hydroxystyrene) 4-Vinylphenol, 95%, 10 wt.% solution in propylene glycol 4-Vinylphenol, ca Soln. in Propylene Glycol 4-Vinylphenol, min 10% soln. in propylene lycol 4-Hydroxystyrene 2628-17-3 4-Vinylphenol 2628-17-3 4-Vinylphenol High Quality 4-Hydroxystyrene CAS: 2628-17-3 China Supplier Fast Delivery High Quality 4-Hydroxystyrene CAS 2628-17-3 4-vinylphenol,4-ethenyl-phenol,p-hydroxystyrene 4-ethenylphenol p-hydroxystyrene p-vinylphenol FEMA 3739 4-VINYLPHENOL Esmolol Impurity 34 Esmolol Impurity 26 4-Hydroxystyrene solution 2628-17-3 Aromatic Phenols 2628-17-3