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2-Phenylethyl propionate
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Name

2-Phenylethyl propionate

 EINECS 204-567-7
CAS No. 122-70-3 Density 1.016 g/cm3
PSA 26.30000 LogP 2.18230
Solubility 136mg/L at 25℃ Melting Point <25 °C
Formula C11H14O2 Boiling Point 251.9 °C at 760 mmHg
Molecular Weight 178.231 Flash Point 107.4 °C
Transport Information N/A Appearance Clear colorless liquid
Safety 26-36 Risk Codes 36/38
Molecular Structure Molecular Structure of 122-70-3 (2-PHENYLETHYL PROPIONATE) Hazard Symbols IrritantXi
Synonyms

NSC 404457;EcoPCO ACU;Propionicacid, phenethyl ester (6CI,7CI,8CI);2-Phenethyl propionate;2-Phenylethylpropanoate;Benzylcarbinyl propionate;Phenethyl alcohol propionate;Phenethyl propanoate;Phenethylpropionate;Phenylethyl propionate;b-Phenylethyl propionate;

Article Data 23

2-Phenylethyl propionate Synthetic route

phenethyl 2-chloropropanoate

122-70-3

2-phenethyl propanoate

Conditions
ConditionsYield
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; cesium acetate; isopropyl alcohol at 100℃; Schlenk technique; Inert atmosphere;67%
With [RhCl2(p-cymene)]2; cesium acetate In isopropyl alcohol at 20 - 100℃; for 20h; Inert atmosphere;67%
Multi-step reaction with 2 steps
1: sodium iodide / acetone / 50 °C
2: [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; cesium acetate; isopropyl alcohol / 100 °C / Schlenk technique; Inert atmosphere
View Scheme
60-12-8

2-phenylethanol

802294-64-0

propionic acid

122-70-3

2-phenethyl propanoate

Conditions
ConditionsYield
With pyridine; N-Bromosuccinimide; triphenylphosphine In dichloromethane; pentane for 2h; Ambient temperature;93%
With ion-exchange resin KU-2-8 In benzene at 80 - 85℃;92%
With dmap; triphenylphosphine; iodosodilactone In chloroform for 2h; Reflux;92%
554-12-1

propanoic acid methyl ester

60-12-8

2-phenylethanol

122-70-3

2-phenethyl propanoate

Conditions
ConditionsYield
With zirconocene bis(perfluorooctanesulfonate) trihydrate*(tetrahydrofuran) In neat (no solvent) at 65℃; for 6h; Sealed tube; Green chemistry; chemoselective reaction;90%
60-12-8

2-phenylethanol

123-62-6

propionic acid anhydride

122-70-3

2-phenethyl propanoate

Conditions
ConditionsYield
zinc(II) perchlorate at 20℃; for 1.25h;99%
With dmap for 0.05h; Irradiation; microwave;95%
802294-64-0

propionic acid

103-63-9

1-phenyl-2-bromoethane

122-70-3

2-phenethyl propanoate

Conditions
ConditionsYield
With tetradecyl(trihexyl)phosphonium bistriflamide; N-ethyl-N,N-diisopropylamine at 75℃;98%
With tetradecyl(trihexyl)phosphonium bistriflimide at 75℃; for 6h;98%
60-12-8

2-phenylethanol

123-38-6

propionaldehyde

122-70-3

2-phenethyl propanoate

Conditions
ConditionsYield
With N,N,N,N,N,N-hexamethylphosphoric triamide; bromine; sodium hydrogencarbonate In dichloromethane; water89%
1523-68-8

diethyl (1-oxopropyl)phosphonate

60-12-8

2-phenylethanol

122-70-3

2-phenethyl propanoate

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane for 0.166667h; Ambient temperature;70%
60-12-8

2-phenylethanol

105-37-3

Ethyl propionate

122-70-3

2-phenethyl propanoate

Conditions
ConditionsYield
Stage #1: 2-phenylethanol With bis(cyclopentadienyl)titanium dichloride; manganese; diiodomethane In tetrahydrofuran at 20℃; for 2.5h; Inert atmosphere;
Stage #2: Ethyl propionate In tetrahydrofuran at 20℃; for 1.5h; Inert atmosphere;
With recombinant acyltransferase from Mycobacterium smegmatis In aq. phosphate buffer at 25℃; for 0.5h; pH=8; Concentration; Green chemistry; Enzymatic reaction;

phenethyl 2-iodopropanoate

122-70-3

2-phenethyl propanoate

Conditions
ConditionsYield
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; cesium acetate; isopropyl alcohol at 100℃; Schlenk technique; Inert atmosphere;71%
60-12-8

2-phenylethanol

ZnCl2

ZnCl2

122-70-3

2-phenethyl propanoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: benzene / 3 h / Ambient temperature
2: 2-propanol, di-tert-butyl hyponitrite / 5 h / 60 °C / average chain length radical chain
View Scheme

2-Phenylethyl propionate Chemical Properties

Empirical Formula: C11H14O2
Molecular Weight: 178.23
Index of Refraction: 1.499 
Flash Point: 107.4 °C 
Density: 1.007 g/mL at 25 °C(lit.)
Enthalpy of Vaporization: 48.92 kJ/mol 
Boiling Point: 251.9 °C at 760 mmHg 
Vapour Pressure: 0.0199 mmHg at 25°C 
IUPAC Name: Phenethyl propanoate
Appearance: Colourless or yellowish slighty oily liquid; very sweet odour reminiscent of red rose with a fruity undertone
Synonyms: FEMA 2867 ; FEMA 3867 ; Beta phenyl ethyl propionate ; B-phenylethyl propionate ; 2-Phenylethyl propionate ; Phenethyl propionate ; Phenyl ethyl propionate ; 2-Phenethyl propionate
Following is the molecular structure of Phenethyl propionate (122-70-3):

2-Phenylethyl propionate Uses

Phenethyl propionate (122-70-3) is used as Flavor.

2-Phenylethyl propionate Production

Benzene, ethanol and propionic acid in the presence of concentrated sulfuric acid formed Phenethyl propionate (122-70-3) by direct esterification.
 

2-Phenylethyl propionate Toxicity Data With Reference

1.    

orl-rat LD50:4000 mg/kg

     FCTXAV    Food and Cosmetics Toxicology. 12 (1974),807.
2.    

skn-rbt LD50:>5 g/kg

     FCTXAV    Food and Cosmetics Toxicology. 12 (1974),963.

2-Phenylethyl propionate Consensus Reports

Reported in EPA TSCA Inventory.

2-Phenylethyl propionate Safety Profile

Low toxicity by ingestion and skin contact. When heated to decomposition it emits acrid smoke and irritating fumes.
Safety Information of Phenethyl propionate (122-70-3):
Hazard Codes: Xi
Xi: Irritant
Risk Statements 36/38
36/38: Irritating to eyes and skin 
Safety Statements: 26-36
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 36: Wear suitable protective clothing 
WGK Germany: 2
RTECS: AJ3255000
 

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