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| CAS No.: | 2628-17-3 |
|---|---|
| Name: | 4-Hydroxystyrene |
| Article Data: | 155 |
| Molecular Structure: | |
|
|
|
| Formula: | C8H8O |
| Molecular Weight: | 120.151 |
| Synonyms: | Phenol,p-vinyl- (6CI,7CI,8CI);4-Ethenylphenol;4-Hydroxystyrene;4-Vinylphenol;p-Hydroxystyrene;p-Vinylphenol; |
| EINECS: | 220-103-6 |
| Density: | 1.055 g/cm3 |
| Melting Point: | 73 °C |
| Boiling Point: | 206.2 °C at 760 mmHg |
| Flash Point: | 92.3 °C |
| Solubility: | Slightly miscible with water. |
| Hazard Symbols: |
 Xn
|
| Risk Codes: | 22-41 |
| Safety: | 26-39 |
| PSA: | 20.23000 |
| LogP: | 2.03520 |
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| Conditions | Yield |
|---|---|
| With sodium hydroxide at 160℃; for 5h; | 99.3% |
| With cucumber juice at 30 - 35℃; for 24h; Inert atmosphere; Green chemistry; | 94% |
| With aluminum oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; hydroquinone In methanol for 0.333333h; microwave irradiation; | 85% |
| Conditions | Yield |
|---|---|
| Stage #1: Methyltriphenylphosphonium bromide With potassium tert-butylate In tetrahydrofuran at 20℃; for 0.166667h; Stage #2: 4-hydroxy-benzaldehyde In tetrahydrofuran at 20℃; for 1h; Wittig Olefination; | 98% |
| Stage #1: Methyltriphenylphosphonium bromide With potassium tert-butylate; sodium hydride In tetrahydrofuran at 20℃; for 0.166667h; Stage #2: 4-hydroxy-benzaldehyde In tetrahydrofuran at 20℃; for 19h; | 95% |
| Stage #1: Methyltriphenylphosphonium bromide With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 2h; Schlenk technique; Stage #2: 4-hydroxy-benzaldehyde In tetrahydrofuran at 0 - 20℃; | 89% |
| Conditions | Yield |
|---|---|
| With ethylenediamine In N,N-dimethyl-formamide at 150℃; for 6h; Reagent/catalyst; Solvent; Large scale; | 98% |
| With piperidine; 4-methoxy-phenol In hexane; 2-methoxy-ethanol at 65℃; for 24h; Reagent/catalyst; Temperature; Solvent; | 87.4% |
| With piperidine In pyridine at 115℃; for 4h; Knoevenagel condensation reaction; | 86% |
| Conditions | Yield |
|---|---|
| With 4-methoxy-phenol In water; N,N-dimethyl-formamide at 150℃; for 4h; Solvent; | 97% |
| With 1-methyl-1H-imidazole; sodium hydrogencarbonate for 0.333333h; Heating; microwave irradiation; | 94% |
| With bis(1-oxyl-2,2,6,6-tetramethylpiperidin-4-yl)sebacate; potassium acetate In DMF (N,N-dimethyl-formamide) at 150℃; for 1.5h; Product distribution / selectivity; | 94% |
- 19704-86-0
N,N-dimethyl-L-tyrosine N-oxide
- 2628-17-3
4-Vinylphenol
| Conditions | Yield |
|---|---|
| potassium acetate In N,N-dimethyl acetamide at 123℃; for 2.4h; Product distribution / selectivity; | 97% |
| Conditions | Yield |
|---|---|
| With ethanol; sodium hydroxide at 20℃; for 4h; Inert atmosphere; | 96% |
| With sodium hydroxide In tetrahydrofuran; water at 20℃; for 4h; Cooling with ice; Inert atmosphere; Schlenk technique; | 96% |
| With ethanol; sodium hydroxide at 20℃; for 4h; Inert atmosphere; | 96% |
| Conditions | Yield |
|---|---|
| potassium acetate In N,N-dimethyl acetamide at 123℃; for 2.5h; Product distribution / selectivity; | A 4% B 96% |
| Conditions | Yield |
|---|---|
| With N,N-dimethyl-p-toluidine N-oxide In dichloromethane at 20℃; for 0.0166667h; | 95% |
| With urea hydrogen peroxide adduct In acetonitrile at 27 - 29℃; for 0.75h; Temperature; Solvent; Green chemistry; chemoselective reaction; | 95% |
| With copper(II) sulfate hydrate; potassium hydroxide In water at 20℃; for 24h; | 91% |
| Conditions | Yield |
|---|---|
| With potassium tert-butylate; Methyltriphenylphosphonium bromide In tetrahydrofuran at 0 - 20℃; for 16h; | 95% |
| Multi-step reaction with 2 steps 1: pyridine; glycine / 3 h / 80 °C / Sealed tube 2: pyridine; glycine / 8 h / 140 °C View Scheme | |
| Multi-step reaction with 3 steps 1: potassium carbonate / dichloromethane / 2 h / 20 °C 2: potassium carbonate / tetrahydrofuran / 24 h / 70 °C 3: sodium hydroxide; methanol / 0.5 h / 20 °C View Scheme |
| Conditions | Yield |
|---|---|
| (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In tetrahydrofuran -78 deg C, 10 min, reflux, 0.5 h; | 91% |
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Chemistry
Molecular Formula: C8H8O
Molar mass: 120.15 g/mol
EINECS: 220-103-6
Density: 1.055 g/cm3
Flash Point: 92.3 °C
Index of Refraction: 1.602
Boiling Point: 206.2 °C at 760 mmHg
Vapour Pressure: 0.168 mmHg at 25°C
Melting point: 73 ºC
Sensitive: Hygroscopic
Product categories of 4-Vinylphenol (2628-17-3): Aromatic Phenols
Structure of 4-Vinylphenol (2628-17-3):
XLogP3-AA: 2.4
H-Bond Donor: 1
H-Bond Acceptor: 1
Systematic Name: 4-Vinylphenol
SMILES: Oc1ccc(\C=C)cc1
InChI: InChI=1/C8H8O/c1-2-7-3-5-8(9)6-4-7/h2-6,9H,1H2
InChIKey: FUGYGGDSWSUORM-UHFFFAOYAQ
Std. InChI: InChI=1S/C8H8O/c1-2-7-3-5-8(9)6-4-7/h2-6,9H,1H2
Std. InChIKey: FUGYGGDSWSUORM-UHFFFAOYSA-N
Toxicity Data With Reference
| 1. | eye-rbt 100 mg SEV | EPASR* United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. (U.S. Environmental Protection Agency, 401M St., S.W., Washington, DC 20460) History Unknown 8EHQ-1285-0579S . | ||
| 2. | skn-rbt LDLo:200 mg/kg | EPASR* United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. (U.S. Environmental Protection Agency, 401M St., S.W., Washington, DC 20460) History Unknown 8EHQ-1285-0579S . | ||
| 3. | ocu-rbt LDLo:50 mg/kg | EPASR* United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. (U.S. Environmental Protection Agency, 401M St., S.W., Washington, DC 20460) History Unknown 8EHQ-1285-0579S . |
Safety Profile
Poison by skin and eye contact. Severe eye irritant. Experimental reproductive effects. When heated to decomposition it emits acrid smoke and irritating fumes.
Hazard Codes: Xn.gif){kind=small}
Risk Statements:
22: Harmful if swallowed
41: Risk of serious damage to eyes
Safety Statements:
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
39: Wear eye/face protection
Specification
4-Vinylphenol (2628-17-3) also can be called Poly(4-vinylphenol) ; 4-Hydroxystyrene ; 4-Ethenylphenol ; Poly(p-vinylphenol) and phenol, 4-ethenyl- .