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Phenyl acetate

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Name

Phenyl acetate

EINECS 204-575-0
CAS No. 122-79-2 Density 1.072 g/cm3
PSA 26.30000 LogP 1.61190
Solubility miscible with ethanol, ethyl ether, chloroform and acetic acid, hardly soluble in water Melting Point 195-196℃
Formula C8H8O2 Boiling Point 195.499 °C at 760 mmHg
Molecular Weight 136.15 Flash Point 79.73 °C
Transport Information N/A Appearance colourless liquid
Safety 36 Risk Codes 22
Molecular Structure Molecular Structure of 122-79-2 (Phenyl acetate) Hazard Symbols HarmfulXn,IrritantXi
Synonyms

(Acetyloxy)benzene;Acetoxybenzene;NSC 27795;Phenol acetate;Acetic acid, phenyl ester;o-Acetylphenol;

Article Data 474

Phenyl acetate Synthetic route

108-24-7

acetic anhydride

108-95-2

phenol

122-79-2

Phenyl acetate

Conditions
ConditionsYield
With pyridine; aluminum oxide at 103 - 105℃; for 2h; microwave irradiation;100%
With 2,6-di-tert-butyl-pyridine; sodium tetracarbonyl cobaltate In acetonitrile for 12h;100%
With SBA-15-Ph-Pr-SO3H at 20℃; for 0.25h;100%
108-22-5

Isopropenyl acetate

108-95-2

phenol

A

67-64-1

acetone

B

122-79-2

Phenyl acetate

Conditions
ConditionsYield
With potassium carbonate; Aliquat 336 In neat (no solvent) at 70℃; for 0.5h;A n/a
B 100%
With potassium carbonate; Aliquat 336 In neat (no solvent) at 70℃; for 0.5h; Product distribution;A n/a
B 100%
72918-80-0

Ni(CH3)(OC6H5)(C10H8N2)

A

14917-14-7

Ni(CO)2(2,2'-bipyridine)

B

122-79-2

Phenyl acetate

Conditions
ConditionsYield
With carbon monoxide In tetrahydrofuran (N2 or Ar), complex dissolved in THF, evacuated, excess CO introduced at room temp.C for 0.3 h; IR;A n/a
B 100%
With carbon monoxide In tetrahydrofuran (N2 or Ar), complex dissolved in THF, evacuated, equimolar amount CO introduced at -78°C for 10 h; IR;A n/a
B 31%
75-36-5

acetyl chloride

108-95-2

phenol

122-79-2

Phenyl acetate

Conditions
ConditionsYield
With trifluorormethanesulfonic acid In acetonitrile at 20℃; for 1h;99%
In cyclohexane at 20℃; Solvent; Temperature;99%
montmorillonite K-10 In dichloromethane for 2h; Ambient temperature;98%
98-86-2

acetophenone

122-79-2

Phenyl acetate

Conditions
ConditionsYield
With oxone; silica gel In dichloromethane at 20℃; for 16h; Baeyer-Villiger oxidation;99%
With 3-chloro-benzenecarboperoxoic acid In water at 80℃; for 2h; Oxidation;89%
With 3-chloro-benzenecarboperoxoic acid In water at 80℃; for 1.5h;85%
108-05-4

vinyl acetate

108-95-2

phenol

122-79-2

Phenyl acetate

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane In neat (no solvent) at 70 - 140℃; for 0.183333h; Catalytic behavior; Temperature; Solvent; Reagent/catalyst; Time; Microwave irradiation;99%
With Rasta resin-(1,5,7-triazabicyclo[4.4.0]dec-5-ene)[RR-TBD] In tetrahydrofuran at 20 - 60℃;97%
With 4 A molecular sieve; tetrabutylammonium tricarbonylnitrosylferrate In hexane at 80℃; for 24h;80%
201230-82-2

carbon monoxide

74-88-4

methyl iodide

108-95-2

phenol

122-79-2

Phenyl acetate

Conditions
ConditionsYield
With iridium(III) chloride; triphenylphosphine In acetonitrile at 180℃; under 3750.38 Torr; for 20h; Autoclave;95%
2247-91-8

1,1,1-Trifluoro-2-(acetyloxy)-2-propene

108-95-2

phenol

122-79-2

Phenyl acetate

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane In neat (no solvent) at 60 - 140℃; for 0.183333h; Microwave irradiation;93%
82969-01-5

4-acetoxyphenyl tosylate

122-79-2

Phenyl acetate

Conditions
ConditionsYield
With dimethylamine borane; potassium carbonate; tricyclohexylphosphine; bis(triphenylphosphine)nickel(II) chloride In N,N-dimethyl-formamide at 20℃; for 14h;92%
2033-24-1

cycl-isopropylidene malonate

108-95-2

phenol

122-79-2

Phenyl acetate

Conditions
ConditionsYield
With triethylamine In toluene for 12h; Inert atmosphere; Reflux;92%

Phenyl acetate Consensus Reports

Reported in EPA TSCA Inventory.

Phenyl acetate Specification

Phenyl acetate is an organic compound with the formula C8H8O2, and its systematic name is the same with the product name. With the CAS registry number 122-79-2, it is also named as Acetic acid, phenyl ester. It belongs to the product category of Organics. Its EINECS number is 204-575-0. In addition, the molecular weight is 136.15. Its classification code is Skin / Eye Irritant. This substance is used as a solvent and organic synthesis intermediates. This chemical is flammable. When meet high flame, it is easy to burn. It is harmful if swallowed. When using it, you need wear suitable protective clothing. 

Physical properties of Phenyl acetate are: (1)ACD/LogP: 1.653; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.65; (4)ACD/LogD (pH 7.4): 1.65; (5)ACD/BCF (pH 5.5): 10.62; (6)ACD/BCF (pH 7.4): 10.62; (7)ACD/KOC (pH 5.5): 188.83; (8)ACD/KOC (pH 7.4): 188.83; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 26.3 Å2; (13)Index of Refraction: 1.504; (14)Molar Refractivity: 37.594 cm3; (15)Molar Volume: 127.062 cm3; (16)Polarizability: 14.903×10-24cm3; (17)Surface Tension: 34.88 dyne/cm; (18)Density: 1.072 g/cm3; (19)Flash Point: 79.73 °C; (20)Enthalpy of Vaporization: 43.17 kJ/mol; (21)Boiling Point: 195.499 °C at 760 mmHg; (22)Vapour Pressure: 0.4 mmHg at 25°C.

Preparation: this chemical can be prepared by acetic acid and phenol at the ambient temperature. This reaction will need reagents Ph3P, CCl4, Et3N and solvent acetonitrile with the reaction time of 4 hours. The yield is about 97%.

Phenyl  can be prepared by acetic acid and phenol at the ambient temperature

Uses of Phenyl acetate: it can be used to produce benzyloxy-benzene at the ambient temperature. It will need reagent NaOMe and solvent dimethylformamide with the reaction time of 0.5 hour. The yield is about 93%.

Phenyl acetate can be used to produce benzyloxy-benzene at the ambient temperature

You can still convert the following datas into molecular structure:
(1)SMILES: CC(=O)Oc1ccccc1
(2)Std. InChI: InChI=1S/C8H8O2/c1-7(9)10-8-5-3-2-4-6-8/h2-6H,1H3
(3)Std. InChIKey: IPBVNPXQWQGGJP-UHFFFAOYSA-N

The toxicity data is as follows:  

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rabbit LD50 skin 8mL/kg (8mL/kg)   Union Carbide Data Sheet. Vol. 11/4/1964,
rat LD50 oral 1630uL/kg (1.63mL/kg)   American Industrial Hygiene Association Journal. Vol. 30, Pg. 470, 1969.

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