Products Categories
CAS No.: | 103-36-6 |
---|---|
Name: | Ethyl cinnamate |
Article Data: | 384 |
Molecular Structure: | |
Formula: | C11H12O2 |
Molecular Weight: | 176.215 |
Synonyms: | Cinnamicacid, ethyl ester (6CI,7CI,8CI);3-Phenyl-2-propenoic acid ethyl ester;Ethyl3-phenyl-2-propenoate;Ethyl 3-phenylacrylate;Ethyl benzylideneacetate;Ethylcinnamate;(2E)-3-Phénylacrylate d'éthyle;(Z)-Ethyl cinnamate;2-propenoic acid, 3-phenyl-, ethyl ester, (2E)-;2-Propenoic acid, 3-phenyl-, ethyl ester, (E)-;Ethyl (2E)-3-phenyl-2-propenoate;Ethyl (2E)-3-phenylacrylate;ethyl (2E)-3-phenylprop-2-enoate; |
EINECS: | 203-104-6 |
Density: | 1.055 g/cm3 |
Melting Point: | 6-8 °C(lit.) |
Boiling Point: | 269.3 °C at 760 mmHg |
Flash Point: | 148.6 °C |
Solubility: | insoluble in water |
Appearance: | colorless liquid |
Risk Codes: | 20-22 |
Safety: | 23-24/25 |
PSA: | 26.30000 |
LogP: | 2.26290 |
Conditions | Yield |
---|---|
Stage #1: iodobenzene; ethyl acrylate; [poly(methylphenylsilane)/inorganic compound]-supported palladium Stage #2: With potassium carbonate In 1-methyl-pyrrolidin-2-one at 80℃; Heck Reaction; | 100% |
With PEG-based bis-pyridine-derived ligand; triethylamine; palladium diacetate In N,N-dimethyl-formamide at 120℃; for 8h; Heck reaction; | 99% |
With tributyl-amine In dodecane at 130℃; for 3.5h; Heck reaction; | 99% |
Conditions | Yield |
---|---|
With formic acid; nickel dibromide; zinc In 1,4-dioxane at 120℃; for 16h; Sealed tube; stereoselective reaction; | 100% |
With triethylsilane; indium(III) chloride; triethyl borane In hexane; acetonitrile at 0℃; for 2h; | 68% |
With pyridine; hydrogen In methanol at 20℃; under 760.051 Torr; for 2h; | |
With hydrogen In [(2)H6]acetone at 25℃; under 900.09 Torr; for 0.2h; Irradiation; |
Conditions | Yield |
---|---|
With potassium phosphate; [((ferrocenyl)(C(CH3)N(C6H4)CH3))PdCl(N,N'-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)]; tetrabutylammomium bromide In N,N-dimethyl-formamide at 140℃; for 4h; Heck reaction; Inert atmosphere; | 99% |
With C17H19N5(2+)*2CF3O3S(1-); sodium acetate; palladium diacetate In N,N-dimethyl-formamide at 130℃; for 3.5h; Heck Reaction; Schlenk technique; Inert atmosphere; | 96% |
With triethylamine In toluene at 80℃; for 10h; Heck Reaction; | 95% |
Conditions | Yield |
---|---|
With ammonium chloride; zinc In ethanol at 80℃; for 0.00833333h; microwave irradiation; | 98% |
With potassium thioacyanate In tert-butyl alcohol for 15h; Heating; | 77% |
With N,N,N,N,-tetramethylethylenediamine; sexithiophene In N,N-dimethyl-formamide for 1h; Inert atmosphere; Irradiation; | 68% |
Conditions | Yield |
---|---|
With 4-methyl-morpholine; 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride for 2h; | 98% |
With samarium(III) chloride at 80℃; for 96h; sealed tube; Inert atmosphere; | 96% |
With methanesulfonic acid at 30 - 35℃; for 15h; | 95% |
Conditions | Yield |
---|---|
With tert.-butylhydroperoxide In acetic acid at 100℃; for 18h; Reagent/catalyst; Heck Reaction; Schlenk technique; | 98% |
With trans-Pd(OAc)2(2,5-Mes2py)2; oxygen; acetic anhydride at 60℃; for 6h; | 74% |
With 3,5-bis(trifluoromethyl)pyridin-2(1H)-one; silver(I) acetate; palladium diacetate In chloroform at 100℃; for 24h; Sealed tube; regioselective reaction; | 64% |
Conditions | Yield |
---|---|
With palladium diacetate; potassium carbonate In PEG-400 at 40℃; for 18h; Heck type coupling reaction; under air; | 98% |
Conditions | Yield |
---|---|
With dihydrogen peroxide at 20℃; for 20h; | 98% |
Stage #1: ethanol; 3-phenyl-propenal With tris(pentafluorophenyl)borate for 0.25h; Green chemistry; Stage #2: With tert.-butylhydroperoxide In decane for 28h; Green chemistry; | 87% |
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; 1,3-bis-(2,6-diisopropylphenyl)-imidazol-2-ylidene In toluene at 100℃; for 4h; Inert atmosphere; | 86% |
With dihydrogen peroxide at 60℃; for 3h; |
Conditions | Yield |
---|---|
With polystyrene resin supported theophylline carbene PdI2 complex In ethanol at 25℃; for 1h; Catalytic behavior; Reagent/catalyst; Temperature; Green chemistry; | 98% |
With palladium diacetate In water at 20℃; for 16h; Catalytic behavior; Reagent/catalyst; Heck Reaction; | 88% |
In water at 40℃; for 4h; | 81% |
ethyl 2,3-dibromo-3-phenylpropanoate
ethyl 3-phenyl-2-propenoate
Conditions | Yield |
---|---|
With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; sodium carbonate In dimethyl sulfoxide at 20℃; for 1.5h; Inert atmosphere; Irradiation; | 98% |
Molecular Structure of Ethyl 3-phenyl propenoate (CAS NO.103-36-6):
IUPAC Name: ethyl (E)-3-phenylprop-2-enoate
Empirical Formula: C11H12O2
Molecular Weight: 176.2118
H bond acceptors: 2
H bond donors: 0
Freely Rotating Bonds: 4
Polar Surface Area: 26.3 Å2
Index of Refraction: 1.55
Molar Refractivity: 53.18 cm3
Molar Volume: 166.9 cm3
Surface Tension: 38 dyne/cm
Density: 1.055 g/cm3
Flash Point: 148.6 °C
Enthalpy of Vaporization: 50.75 kJ/mol
Boiling Point: 269.3 °C at 760 mmHg
Vapour Pressure: 0.00729 mmHg at 25°C
Melting point: 6-8 °C(lit.)
Storage temp: Refrigerator (+4°C)
Water Solubility: insoluble
Merck: 14,2299
BRN: 1238804
InChI
InChI=1/C11H12O2/c1-2-13-11(12)9-8-10-6-4-3-5-7-10/h3-9H,2H2,1H3/b9-8+
Smiles
c1(\C=C\C(OCC)=O)ccccc1
EINECS: 203-104-6
Product Categories: Aromatic Cinnamic Acids, Esters and Derivatives; Alphabetical Listings; Certified Natural ProductsFlavors and Fragrances; E-F; Flavors and Fragrances; C10 to C11; Carbonyl Compounds; Esters
Ethyl 3-phenyl propenoate (CAS NO.103-36-6) is the important intermediates of flavor, also can be used in medicine, food additive intermediates.
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
guinea pig | LD50 | oral | 4gm/kg (4000mg/kg) | Voprosy Pitaniya. Problems of Nutrition. Vol. 33(5), Pg. 48, 1974. | |
mouse | LD50 | oral | 4gm/kg (4000mg/kg) | Voprosy Pitaniya. Problems of Nutrition. Vol. 33(5), Pg. 48, 1974. | |
rabbit | LD50 | skin | > 5gm/kg (5000mg/kg) | Food and Cosmetics Toxicology. Vol. 12, Pg. 719, 1974. | |
rat | LD50 | oral | 4gm/kg (4000mg/kg) | Voprosy Pitaniya. Problems of Nutrition. Vol. 33(5), Pg. 48, 1974. |
Reported in EPA TSCA Inventory.
Moderately toxic by ingestion. Combustible liquid. When heated to decomposition it emits acrid smoke and irritating fumes. See also ESTERS.
Risk Statements: 20-22
R20:Harmful by inhalation.
R22:Harmful if swallowed.
Safety Statements: 23-24/25
S23:Do not breathe vapour.
S24/25:Avoid contact with skin and eyes.
WGK Germany: 1
RTECS: GD9010000
Ethyl 3-phenyl propenoate , with CAS number of 103-36-6, can be called (2E)-3-Phénylacrylate d'éthyle ; (Z)-Ethyl cinnamate ; 2-propenoic acid, 3-phenyl-, ethyl ester ; 2-propenoic acid, 3-phenyl-, ethyl ester, (2E)- ; 2-Propenoic acid, 3-phenyl-, ethyl ester, (E)- ; Ethyl (2E)-3-phenyl-2-propenoate ; Ethyl (2E)-3-phenylacrylate ; ethyl (2E)-3-phenylprop-2-enoate . It is a colourless liquid.