PHENYL ACETATE Property

Melting point:

195-196℃

Boiling point:

196 °C(lit.)

Density 

1.073 g/mL at 25 °C(lit.)

vapor density 

4.7

FEMA 

3958 | PHENYL ACETATE

refractive index 

n20/D 1.501(lit.)

Flash point:

170 °F

storage temp. 

Store below +30°C.

solubility 

4g/l practically insoluble

form 

Liquid

color 

Clear colorless to slightly brown

Odor

at 10.00 % in dipropylene glycol. phenolic medicinal animal resinous castoreum woody smoky burnt

Odor Type

phenolic

Water Solubility 

Soluble in water (4 g/L at 20°C).

Merck 

14,7267

JECFA Number

734

BRN 

636458

Dielectric constant

6.9（20℃）

Stability:

Stable. Incompatible with strong acids, strong bases, strong reducing agents, strong oxidizing agents. Combustible.

LogP

1.65

CAS DataBase Reference

122-79-2(CAS DataBase Reference)

EPA Substance Registry System

Acetic acid, phenyl ester (122-79-2)

Safety

Hazard Codes 

Xn,Xi

Risk Statements 

22

Safety Statements 

36

RIDADR 

NA 1993 / PGIII

WGK Germany 

2

RTECS 

AJ2800000

Hazard Note 

Irritant

TSCA 

Yes

HS Code 

29153900

Hazardous Substances Data

122-79-2(Hazardous Substances Data)

Toxicity

LD50 orally in rats: 1.63 ml/kg, H. F. Smyth et al., Am. Ind. Hyg. Assoc. J. 30, 470 (1969)

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H227Combustible liquid

H302Harmful if swallowed

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P370+P378In case of fire: Use … for extinction.

P403+P235Store in a well-ventilated place. Keep cool.

P501Dispose of contents/container to..…

PHENYL ACETATE Chemical Properties,Usage,Production

Chemical Properties

Phenyl acetate is a colourless liquid, has an offensive odor. It is a small molecule normally present in the mammalian circulation in low concentrations.

Uses

Phenyl acetate levels in urine are marker for the diagnosis of some forms of unipolar major depressive disorders. It undergoes Fries rearrangement to form a mixture of o- and p-hydroxyacetophenones which are useful intermediates in manufacture of pharmaceuticals. It is a metabolite of Phenylbutyrate (PB), useful in the treatment of neuroblastoma and lung cancer.

Definition

ChEBI: An acetate ester obtained by the formal condensation of phenol with acetic acid.

Synthesis Reference(s)

Tetrahedron Letters, 29, p. 4567, 1988 DOI: 10.1016/S0040-4039(00)80548-1
Chemical and Pharmaceutical Bulletin, 30, p. 4242, 1982 DOI: 10.1248/cpb.30.4242
Synthetic Communications, 19, p. 1271, 1989 DOI: 10.1080/00397918908054534

General Description

A clear colorless liquid with a sweetish solvent odor. Specific gravity 1.073. Flash point 176°F. Boiling point 383-384°F. Difficult to ignite. Used as a laboratory reagent and in the production of some organic chemicals.

Air & Water Reactions

Slightly soluble in water.

Reactivity Profile

Phenyl acetate is an ester. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides.

Health Hazard

Inhalation or contact with material may irritate or burn skin and eyes. Fire may produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.

Safety Profile

Moderately toxic by ingestion. Mildly toxic by skin contact. A skin irritant. Combustible when exposed to heat, flame oroxidizers. To fight fire, use alcohol foam. When heated to decomposition it emits acrid smoke and irritating fumes.

Synthesis

Phenyl acetate is synthesized by reacting phenol with acetic anhydride or acetyl chloride.

Purification Methods

Phenyl acetate acid is freed from phenol and acetic acid by washing (either directly or as a solution in pentane) with aqueous 5% Na2CO3, then with saturated aqueous CaCl2, drying with CaSO4 or Na2SO4, and fractionally distilling under reduced pressure. [Beilstein 6 II 153, 6 III 595, 6 IV 611.]