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4-Hydroxystyrene

Basic information Safety Supplier Related

4-Hydroxystyrene Basic information

Product Name:
4-Hydroxystyrene
Synonyms:
  • 4-Vinylphenol solution 10 wt. % in propylene glycol
  • 4-Vinylphenol,10%soln.inpropyleneglycol
  • 4-vinylphenol,4-ethenyl-phenol,p-hydroxystyrene
  • PARA-VINYLPHENOL
  • 4-Vinylphenol in 10% sol. Propylene glycol
  • 4-Hydrozystyrene
  • 4-Vinylphenol(4-Hydroxystyrene)
  • 4-Vinylphenol, 95%, 10 wt.% solution in propylene glycol
CAS:
2628-17-3
MF:
C8H8O
MW:
120.15
EINECS:
220-103-6
Product Categories:
  • Aromatic Phenols
  • 2628-17-3
Mol File:
2628-17-3.mol
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4-Hydroxystyrene Chemical Properties

Melting point:
73 °C
Boiling point:
228.85°C (estimate)
Density 
1.04
vapor pressure 
9.38hPa at 25℃
FEMA 
3739 | P-VINYLPHENOL
refractive index 
1.4440
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)
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Safety Information

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,

MSDS

  • Language:English Provider:ALFA
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4-Hydroxystyrene Usage And Synthesis

Chemical Properties

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 ℃.

Aroma threshold values

Detection: 10 to 85 ppb

Taste threshold values

Taste characteristics at 60 ppm: phenolic, medicinal with sweet musty and meaty nuances.

Flammability and Explosibility

Not classified

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