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2628-16-2

Basic Information
CAS No.: 2628-16-2
Name: Phenol, 4-ethenyl-,1-acetate
Article Data: 46
Cas Database
Molecular Structure:
Molecular Structure of 2628-16-2 (Phenol, 4-ethenyl-,1-acetate)
Formula: C10H10O2
Molecular Weight: 162.188
Synonyms: Phenol,4-ethenyl-, acetate (9CI);Phenol, p-vinyl-, acetate (6CI,7CI,8CI);4-Acetoxystyrene;4-Vinylphenyl acetate;p-Acetoxystyrene;
EINECS: 434-600-2
Density: 1.059 g/cm3
Melting Point: 7-8 °C(lit.)
Boiling Point: 260 °C at 760 mmHg
Flash Point: 94 °C
Solubility: N/A
Appearance: clear colorless liquid
Hazard Symbols: HarmfulXn
Risk Codes: 22-38-43
Safety: 36/37
Transport Information: UN 2810
PSA: 26.30000
LogP: 2.25490
Synthetic route
108-24-7

acetic anhydride

2628-16-2

p-acetoxystyrene

Conditions
ConditionsYield
Stage #1: p-Coumaric Acid With bis(1-oxyl-2,2,6,6-tetramethylpiperidin-4-yl)sebacate; potassium acetate In DMF (N,N-dimethyl-formamide) at 150℃; for 2h;
Stage #2: acetic anhydride In DMF (N,N-dimethyl-formamide) at 140℃; for 0.75h; Product distribution / selectivity;
97.5%
Stage #1: p-Coumaric Acid; potassium acetate In ISOPROPYLAMIDE at 135℃; for 3h;
Stage #2: acetic anhydride In ISOPROPYLAMIDE at 20℃; for 0.633333h; Product distribution / selectivity;
71%
360068-17-3

4-(1,2-dibromoethyl)phenyl acetate

2628-16-2

p-acetoxystyrene

Conditions
ConditionsYield
With gallium; bis(cyclopentadienyl)titanium dichloride In tetrahydrofuran at 20℃; for 0.166667h; Inert atmosphere; Ultrasonic irradiation; chemoselective reaction;96%
With bismuth(III) chloride; gallium In tetrahydrofuran at 20℃; for 0.5h;96%
With bismuth(III) chloride; indium In methanol at 20℃; for 0.5h; Sonication; chemoselective reaction;94%

C10H10O2S

2628-16-2

p-acetoxystyrene

Conditions
ConditionsYield
With molybdenum hexacarbonyl In toluene for 2h; Reflux; chemoselective reaction;92%
53744-50-6

4'-acetoxyphenylmethylcarbinol

2628-16-2

p-acetoxystyrene

Conditions
ConditionsYield
With 10H-phenothiazine; 1-ethyl-3-methylimidazolium hydrogensulfate at 150℃; for 6h; Temperature; Reagent/catalyst;90%
With 4-tert-Butylcatechol; potassium hydroxide In N,N-dimethyl acetamide at 100 - 110℃; Reagent/catalyst; Temperature;79.3%
With tert-butylcatechol In toluene at 90℃; for 0.5h; Reagent/catalyst; Temperature; Molecular sieve;78%
With potassium hydrogensulfate at 175 - 200℃;
With acetic anhydride In N,N-dimethyl-formamide at 50℃;
2628-17-3

4-Vinylphenol

75-36-5

acetyl chloride

2628-16-2

p-acetoxystyrene

Conditions
ConditionsYield
With 10H-phenothiazine; triethylamine In tert-butyl methyl ether at -5 - 20℃; for 1h; Reagent/catalyst; Solvent; Green chemistry;87.7%
With triethylamine In dichloromethane at 0℃; for 3h;69%
With triethylamine In dichloromethane at 20℃;
108-24-7

acetic anhydride

2628-17-3

4-Vinylphenol

2628-16-2

p-acetoxystyrene

Conditions
ConditionsYield
In N,N-dimethyl acetamide for 0.5h; Heating / reflux;86%
With 10H-phenothiazine; triethylamine In tert-butyl methyl ether at -5 - 20℃; for 1h; Green chemistry;58.6%
With dmap; triethylamine In dichloromethane at 23℃; for 0.5h; Inert atmosphere;24%
With dmap; triethylamine In dichloromethane at 23℃; for 0.5h; Inert atmosphere;24%
at 80℃; under 760.051 Torr; for 2h;80.20 g
108-05-4

vinyl acetate

876-27-7

4-chlorophenyl acetate

2628-16-2

p-acetoxystyrene

Conditions
ConditionsYield
With manganese; trifluoroacetic acid; [2,2]bipyridinyl; cobalt(II) bromide In pyridine; DMF (N,N-dimethyl-formamide) at 50℃;81%
7400-08-0

para-coumaric acid

108-24-7

acetic anhydride

2628-16-2

p-acetoxystyrene

Conditions
ConditionsYield
Stage #1: para-coumaric acid With 4-methoxy-phenol In water; N,N-dimethyl-formamide at 136℃; for 6h;
Stage #2: acetic anhydride With pyridine In water; N,N-dimethyl-formamide at 30℃; for 0.5h;
75%
878-00-2

4-formylphenyl acetate

2628-16-2

p-acetoxystyrene

Conditions
ConditionsYield
With Methyltriphenylphosphonium bromide; potassium carbonate In tetrahydrofuran for 6h; Inert atmosphere; Reflux;71%
Multi-step reaction with 2 steps
1: activated Zn powder / dimethylformamide / 50 °C
2: Ac2O / dimethylformamide / 50 °C
View Scheme
878-00-2

4-formylphenyl acetate

1779-49-3

Methyltriphenylphosphonium bromide

2628-16-2

p-acetoxystyrene

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran at 70℃; for 24h; Temperature; Wittig Olefination;60.91%
With potassium carbonate In 1,4-dioxane for 16h; Reflux;
Stage #1: Methyltriphenylphosphonium bromide With n-butyllithium In tetrahydrofuran at 0℃; for 0.25h; Inert atmosphere;
Stage #2: 4-formylphenyl acetate In tetrahydrofuran at 0 - 20℃; for 10h; Inert atmosphere;
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  • CAS NO.:2628-16-2

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    CAS NO.:2628-16-2

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  • Phenol, 4-ethenyl-,1-acetate 2628-16-2

  • Casno:

    2628-16-2

    Phenol, 4-ethenyl-,1-acetate 2628-16-2

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Specification

The CAS registry number of 4-Ethenylphenol acetate is 2628-16-2. In addition, the molecular formula is C10H10O2 and the molecular weight is 162.19. It is also called phenol, 4-ethenyl-,1-acetate. What's more, it is a kind of clear colorless liquid and should be stored in a cool and dry place.

Physical properties about this chemical are: (1)ACD/LogP: 2.14; (2)ACD/LogD (pH 5.5): 2.14; (3)ACD/LogD (pH 7.4): 2.14; (4)ACD/BCF (pH 5.5): 24.77; (5)ACD/BCF (pH 7.4): 24.77; (6)ACD/KOC (pH 5.5): 346.22; (7)ACD/KOC (pH 7.4): 346.22; (8)#H bond acceptors: 2; (9)#Freely Rotating Bonds: 3; (10)Polar Surface Area: 26.3 Å2; (11)Index of Refraction: 1.546; (12)Molar Refractivity: 48.51 cm3; (13)Molar Volume: 153 cm3; (14)Polarizability: 19.23 ×10-24cm3; (15)Surface Tension: 35.6 dyne/cm; (16)Density: 1.059 g/cm3; (17)Flash Point: 94 °C; (18)Enthalpy of Vaporization: 49.77 kJ/mol; (19)Boiling Point: 260 °C at 760 mmHg; (20)Vapour Pressure: 0.0125 mmHg at 25°C.

Uses of 4-Ethenylphenol acetate: it can react with thiocyanic acid; ammonium salt to get acetic acid 4-thiocyanatoacetyl-phenyl ester. This reaction will need reagents CAN and O2 and solvent methanol. The reaction time is 30 minutes at reaction temperature of 0 °C. The yield is about 68%.

4-Acetoxystyrene can react with thiocyanic acid; ammonium salt to get acetic acid 4-thiocyanatoacetyl-phenyl ester

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to the skin and may cause sensitization by skin contact. And it is harmful if swallowed. When you are using it, wear suitable protective clothing and gloves.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(Oc1ccc(cc1)\C=C)C
(2)InChI: InChI=1/C10H10O2/c1-3-9-4-6-10(7-5-9)12-8(2)11/h3-7H,1H2,2H3
(3)InChIKey: JAMNSIXSLVPNLC-UHFFFAOYAV

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rabbit LDLo skin 200mg/kg (200mg/kg)   United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. Vol. 8EHQ-1190-1082,
rat LD50 oral 1503mg/kg (1503mg/kg)   United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. Vol. 8EHQ-1190-1082,
rat LD50 skin > 2gm/kg (2000mg/kg)   United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. Vol. 8EHQ-1190-1082,