4-Vinylphenol (HCID 62453)

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 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 1
Rotatable bonds: 1
Heavy atoms: 9
Formal charge: 0
Complexity: 90

Experimental & physicochemical properties

Solubility · 2 items

soluble in water; slightly soluble in fat

moderately soluble (in ethanol)

Boiling Point189 °C

Melting Point73.5 °C

Physical Description · 2 items

Solid

White solid, vanilla extract odour

Kovats Retention Index · 3 items

1180；1188；1199；1200；1173；1194；1190；1240；1190；1190；1190；1186.6；1190

1224；1237；1229；1229；1247；1219；1199；1212；1211；1224；1216；1223；1229；1219；1215.6；1221；208.7

2353；2379；2379；2372；2411；2417；2379；2377；2377；2397；2378；2379；2377；2398；2358；2384；2369；2340；2350；2352

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
Flash point: 308 °C · 308°C
storage temp.: -20 °C · Store at -20°C
solubility: alcohols, ethers, ketones and esters: soluble
form: Solid
color: White to off-white
InChI: 1S/C8H10O/c1-2-7-3-5-8(9)6-4-7/h3-6,9H,2H2,1H3
InChIKey: HXDOZKJGKXYMEW-UHFFFAOYSA-N
SMILES: Oc1ccc(C=C)cc1
EPA Substance Registry System: 4 · Phenol, 4-ethenyl-, homopolymer (24979-70-2)
UNSPSC Code: 12352103 · 12352103
NACRES: 23 · NA.23
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 319 · H319
Precautionary statements: 264 · P264-P280-P305+P351+P338-P337+P313P
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Hazard Codes: Xi
Risk Statements: 36 · 36
Safety Statements: 26 · 26-36
WGK Germany: 3 · 3
TSCA: TSCA listed
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

GHS classification

GHS Classification · 6 items

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]；H302 (37.5%): Harmful if swallowed [Warning Acute toxicity, oral]；H310 (14.2%): Fatal in contact with skin [Danger Acute toxicity, dermal]；H311 (36.6%): Toxic in contact with skin [Danger Acute toxicity, dermal]；H314 (50.8%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]；H315 (21%): Causes skin irritation [Warning Skin corrosion/irritation]；H317 (50.8%): May cause an allergic skin reaction [Warning Sensitization, Skin]；H318 (46%): Causes serious eye damage [Danger Serious eye damage/eye irritation]；H330 (36.6%): Fatal if inhaled [Danger Acute toxicity, inhalation]；H334 (36.6%): May cause allergy or asthma symptoms or breathing difficulties if inhaled [Danger Sensitization, respiratory]；H335 (19.7%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]；H341 (23.3%): Suspected of causing genetic defects [Warning Germ cell mutagenicity]；H361 (23%): Suspected of damaging fertility or the unborn child [Warning Reproductive toxicity]；H372 (23.3%): Causes damage to organs through prolonged or repeated exposure [Danger Specific target organ toxicity, repeated exposure]

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.；Reported as not meeting GHS hazard criteria per 3 of 309 reports by companies.；There are 12 notifications provided by 306 of 309 reports by companies with hazard statement code(s).；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Regulatory Information · 4 items

Chemical: Phenol, 4-ethenyl-

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

Status: Active Update: 28-08-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/26687

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 Categories · 1 item

Acute Tox. 3 (56.3%)；Acute Tox. 4 (37.5%)；Acute Tox. 1 (14.2%)；Acute Tox. 3 (36.6%)；Skin Corr. 1B (50.8%)；Skin Irrit. 2 (21%)；Skin Sens. 1 (50.8%)；Eye Dam. 1 (46%)；Acute Tox. 2 (36.6%)；Resp. Sens. 1 (36.6%)；STOT SE 3 (19.7%)；Muta. 2 (23.3%)；Repr. 2 (23%)；STOT RE 1 (23.3%)

Regulatory information

Regulatory Information · 4 items

Chemical: Phenol, 4-ethenyl-

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

Status: Active Update: 28-08-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/26687

Phenol, 4-ethenyl-: Does not have an individual approval but may be used under an appropriate group standard

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
tsca: TSCA listed
risk_code: 36
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-36
Storage Class: 11 - Combustible Solids
Hazard statements: H319
Precautionary statements: P264-P280-P305+P351+P338-P337+P313P

Chemistry & industry

Pharmacology

Cellular LocationsMembrane

Uses & manufacturing

Use Classification · 3 items

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Applications · 3 items

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.