4-Vinylphenol
Basic information
- CAS
24979-70-2- Standard SMILES
C=Cc1ccc(O)cc1- InChIKey
FUGYGGDSWSUORM-UHFFFAOYSA-N- Molecular formula
- C8H8O
- Average molar mass
- 120.15 g/mol
- Monoisotopic mass
- 120.05751487
Overview
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 xenobiotic metabolite and a human urinary metabolite. It derives from a hydride of a styrene.
Names & identifiers
- Preferred name
- 4-Vinylphenol
- IUPAC
- 4-ethenylphenol
- English name
- Poly(p-hydroxystyrene)
- Molecular formula
- C8H8O
- Molecular weight
- 120.15
Names & synonyms
4-Vinylphenol4-Hydroxystyrene2628-17-34-ETHENYLPHENOLp-VinylphenolPhenol, 4-ethenyl-p-HydroxystyrenePhenol, P-vinyl-FEMA No. 3739OA7V1SM8YLCHEBI:1883RefChem:527097
Show more names
PHSPOLY(4-VINYLPHENOL)Maruzen mMW22000Nsc114470PVP POLYMER4-VINYLPHENOL POLYMERp-Vinylphenol polymerPOLY(P-HYDROXYSTYRENE)POLY(4-HYDROXYSTYRENE)
220-103-64-Vinylphenol, 10 wt.% In propylene glycolMFCD00017593C8H8OCHEMBL349881EINECS 220-103-6UNII-OA7V1SM8YLBRN 0506844
Database identifiers
- CAS
24979-70-2、2628-17-3- PubChem CID
- 62453
- DTXSID
DTXSID7073301- ChEMBL
CHEMBL349881- ChEBI
CHEBI:1883- UNII
- OA7V1SM8YL
- EC Number
- 220-103-6
- Nikkaji
- J38.247G
Properties
Computed structural properties
- XLogP
- 2.4
- Topological polar surface area
- 20.2 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 1
- Heavy atoms
- 9
- Formal charge
- 0
- Complexity
- 90.7
Experimental & physicochemical properties
LogP2.36
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Flavoring AgentsEU Flavoring substances
Solubility
soluble in water; slightly soluble in fat
moderately soluble (in ethanol)
Boiling Point189 °C
Melting Point73.5 °C
Physical Description
Solid
White solid, vanilla extract odour
Physicochemical properties
- Melting point
- 360 °C · 360 °C (dec.)
- Density
- 1.16 g/mL · 1.16 g/mL at 25 °C(lit.)
- refractive index
- 20 · n20/D 1.6
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 1% (3 of 309) of reports.
Danger
H301 (56.3%): Toxic if swallowed [Danger Acute toxicity, oral]
P203, P233, P260, P261, P262, P264, P264+P265, P270, P271, P272, P280, P284, P301+P316, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P318, P319, P320, P321, P330, P332+P317, P333+P317, P342+P316, P361+P364, P362+P364, P363, P403, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 309 reports by companies from 13 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: Phenol, 4-ethenyl-
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
REACH registered substance: p-vinylphenol (EC: 220-103-6)
Phenol, 4-ethenyl-: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to environment
Hazard Classes and CategoriesAcute Tox. 3 (56.3%)
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- tsca
- TSCA listed
- risk_code
- 36
- Signal word
- Warning
Chemistry & industry
Pharmacology
Cellular LocationsMembrane
Uses & manufacturing
Use Classification
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Applications
UsesPoly(4-vinylphenol) is used as an antimicrobial surface coating in mutilayered film.
UsesPoly(p-hydroxystyrene) can substitute for Novolac resins in photoresists, adhesion promoter and improves heat resistance in hot melt adhesives and surface treatment in metal finishing. Derivatives used as antioxidants and flame retardants in plastics. Component of polymer blends to modify surface characteristics and improve impact resistance.
General DescriptionPoly(4-vinylphenol) (PVP) is a polymeric cross-linker mainly used as a layer to improve adhesion by forming a non-toxic and low cost film. It is an acidic polymer which consists of more than 100 hydroxyl groups in one molecule of PVP which result in high stability and complexation of the films.
Related reactions
133 records
Compound notes
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