Conditions | Yield |
---|---|
With [{lμ2-3-1κO-((carboxylatomethyl)amino)-4-chlorobenzoato}(N,N,N-κ3-2,3,5,6-tetrakis(2-pyridyl)pyrazine)zinc(II)]n(dimethylformamide)(water) In dimethyl sulfoxide at 80℃; for 5h; Time; | 85% |
Conditions | Yield |
---|---|
niobium(V) oxide at 200℃; for 1h; Product distribution; examination of niobic acid as an efficient catalyst; var. catalysts, temps;; | 100% |
With sulfuric acid at 70℃; for 5h; Reagent/catalyst; | 96% |
With 1-butyl-2-methylbenzimidazolium tetrafluoroborate at 80℃; for 2h; | 95% |
Conditions | Yield |
---|---|
With oxygen; Pd on Zeolite Y at 90 - 110℃; under 760.051 - 1520.1 Torr; Product distribution / selectivity; | A 0.5% B 7.5% C 49.6% |
With oxygen; Pd on Zeolite Y In water at 70 - 150℃; under 22801.5 Torr; Conversion of starting material; | A 0.1% B 3.6% C 22.5% |
With oxygen; Pt on Zeolite ZSM-5 at 110℃; under 1520.1 Torr; Product distribution / selectivity; | A 7.4% B 3.9% C 10.2% |
Conditions | Yield |
---|---|
With copper supported on ZnAl2O4 at 399.84℃; Temperature; Flow reactor; | A 90% B n/a |
With oxygen; Sb2O4-MoO3 (Sb4Mo10O31) at 200 - 350℃; in a flow system; | A n/a B 30% |
With oxygen; Sb2O4-MoO3 (Sb4Mo10O31) at 200 - 350℃; Product distribution; selectivity and activity of the Sb-Mo-O catalyst in the oxidation of ethanol; | A n/a B 30% |
Conditions | Yield |
---|---|
With lithium hydroxide at 35℃; under 50 Torr; Temperature; Pressure; Reagent/catalyst; | 62% |
Conditions | Yield |
---|---|
With [{(PhN)MeC(Nt-Bu)}AlMe(μ-OMe)]2 at 20℃; for 16h; Tishchenko-Claisen Dismutation; Inert atmosphere; Schlenk technique; Green chemistry; | 95% |
With Rh(PhBP3)(H)2(NCMe); hydrogen In toluene at 20℃; under 760.051 Torr; for 0.166667h; Tishchenko reaction; | 68% |
With magnesium oxide; copper at 400℃; |
ethene
acetic acid
A
diethyl ether
B
ethanol
C
ethyl acetate
Conditions | Yield |
---|---|
Stage #1: acetic acid With water at 92.4℃; Stage #2: ethene; cesium nitrate; tungstophosphoric acid; water; mixture of, dried, tabletted at 92.4 - 194.4℃; under 6750.68 Torr; Product distribution / selectivity; Gas phase; | A 3.2% B 3.6% C 92.7% |
With water; cesium nitrate; tungstophosphoric acid; water; mixture of, dried, tabletted at 92.4 - 165℃; under 6750.68 Torr; Product distribution / selectivity; Gas phase; | A 3% B 3.4% C 91.5% |
With water; lithium nitrate; silica; tungstophosphoric acid; water; mixture of, heated at 150 C at 102.2 - 165℃; under 6750.68 Torr; Product distribution / selectivity; Gas phase; | A 2.2% B 5% C 90.1% |
With water; lithium nitrate; silica; tungstosilicic acid; water; mixture of, heated at 150 C at 102.2 - 165℃; under 6750.68 Torr; Conversion of starting material; Gas phase; | A 4.7% B 7.6% C 87.7% |
4-(3-(3,4-dimethylcyclopenta-1,3-dienone)-4-(cyclohexylamino)benzyl)-2-(3,4-dimethylcyclopenta-1,3-dienone)-N-cyclohexylbenzeneamine
B
ethyl acetate
Conditions | Yield |
---|---|
With methyllithium; CeCl3 In tetrahydrofuran; diethyl ether | A 46% B n/a |
Conditions | Yield |
---|---|
With silver trifluoromethanesulfonate at 60℃; for 0.0666667h; neat (no solvent); | 97% |
With tetrakis(triphenylphosphineoxide)dioxouranium(VI) perchlorate In dichloromethane-d2 at 22℃; for 2h; Mechanism; Reagent/catalyst; Solvent; | 97% |
With vanadyl sulfate trihydrate at 20℃; for 8h; | 93% |
Conditions | Yield |
---|---|
With water; potassium iodide at 20℃; for 3h; Electrochemical reaction; Green chemistry; | 95.2% |
With HCl(CO)Ru(Phen-(tBu)PNN); potassium tert-butylate In neat (no solvent) for 14h; Schlenk technique; Inert atmosphere; | 59% |
With iodine; hexachloroplatinate(II) In water | 47% |
Conditions | Yield |
---|---|
With 0.08%-SO3H functionalized-benzylated Al-SBA-15 nanoporous catalyst at 79.84℃; for 2h; | 90% |
With Ru4H4(CO)8(PBu3)4; hydrogen under 98800 Torr; for 48h; Heating; | 40.7% |
ethene
acetic acid
C
diethyl ether
D
ethanol
E
ethyl acetate
Conditions | Yield |
---|---|
With water; silicotungstic acid / SiO2 at 175℃; under 9000.9 Torr; Gas phase; Industry scale; | |
With water; silicotungstic acid / SiO2 at 175℃; under 9000.9 Torr; Gas phase; Industry scale; |
ethanol
A
methane
B
carbon dioxide
C
acetaldehyde
D
acetic acid
E
ethyl acetate
Conditions | Yield |
---|---|
With oxygen at 140℃; for 15h; Reagent/catalyst; Temperature; Inert atmosphere; Autoclave; | A n/a B n/a C n/a D 71% E n/a |
Conditions | Yield |
---|---|
With 1-hydroxytetraphenylcyclopentadienyl(tetraphenyl-2,4-cyclopentadien-1-one)-μ-hydrotetracarbonyldiruthenium(II) In toluene at 80℃; under 11103.3 Torr; for 1h; Temperature; Inert atmosphere; Autoclave; |
2-methyl-propan-1-ol
acetaldehyde
A
N-isobutylacetamide
B
ethyl acetate
Conditions | Yield |
---|---|
With 1-hydroxytetraphenylcyclopentadienyl(tetraphenyl-2,4-cyclopentadien-1-one)-μ-hydrotetracarbonyldiruthenium(II) In toluene at 80℃; under 11103.3 Torr; for 1h; Inert atmosphere; Autoclave; |
Conditions | Yield |
---|---|
With water at 179.84℃; under 7500.75 Torr; Inert atmosphere; Gas phase; | 67% |
With sulfuric acid | |
With pumice stone; water at 450℃; under 14710.2 Torr; |
Conditions | Yield |
---|---|
With hydrogen at 270℃; under 19502 Torr; for 1h; Catalytic behavior; Reagent/catalyst; | A 90% B 9% |
With hydrogen Reagent/catalyst; | A 75% B n/a |
With hydrogen Reagent/catalyst; | A 71% B n/a |
B
ethyl acetate
Conditions | Yield |
---|---|
With hydrogenchloride; sodium borohydrid In methanol; water | A 66.4% B n/a |
Conditions | Yield |
---|---|
With hydrogen at 240 - 280℃; under 15751.6 Torr; Reagent/catalyst; Flow reactor; |
Conditions | Yield |
---|---|
With 5Cu/ZrO2 at 224.84℃; under 760.051 Torr; Reagent/catalyst; |
butanoic acid ethyl ester
A
ethanol
B
butyl butyrate
C
ethyl acetate
D
butan-1-ol
Conditions | Yield |
---|---|
With C21H35BrMnN2O2P; hydrogen; potassium hydride In toluene at 100℃; under 15001.5 Torr; for 22h; | A 35 %Spectr. B 12 %Spectr. C 11 %Spectr. D 32 %Spectr. |
Conditions | Yield |
---|---|
With (K(1+))2<(Ph3P)3(Ph2P)Ru2H4>(2-)*2C6H14O3; hydrogen In toluene under 4650.4 Torr; 1) 23 deg C, 0.5 h; 2) 90 deg C, 20 h; | |
With hydrogen; <(Ph3P)(Ph2P)RuH2-K+*diglyme>2 In toluene at 90℃; under 4650.4 Torr; for 20h; Title compound not separated from byproducts; | |
With (K(1+))2<(Ph3P)3(Ph2P)Ru2H4>(2-)*2C6H14O3; hydrogen In toluene under 4650.4 Torr; Product distribution; further carboxylic acid esters; other reagents; 1) 23 deg C, 0.5 h; 2) 90 deg C, 20 h;; |
carbon monoxide
acetic acid
A
methanol
B
ethanol
C
acetic acid methyl ester
D
ethyl acetate
Conditions | Yield |
---|---|
With hydrogen; Cu/ZnO/Al2O3 catalyst (MK-121) at 260℃; under 34375.6 Torr; |
acetic acid
A
diethyl ether
B
ethanol
C
acetaldehyde
D
ethyl acetate
Conditions | Yield |
---|---|
With hydrogen at 240 - 280℃; under 15751.6 Torr; Reagent/catalyst; Flow reactor; |
Conditions | Yield |
---|---|
With styrene macroporous cation exchange resin In toluene at 50℃; for 3h; | |
With styrene-based macroporous cation exchange resin In toluene at 50℃; for 3h; Green chemistry; |
vinyl acetate
carbon monoxide
A
2-acetoxypropanal
B
3-acetoxypropanal
C
acetic acid
D
ethyl acetate
Conditions | Yield |
---|---|
With hydrogen; dicobalt octacarbonyl In toluene at 120℃; under 72402.6 - 77574.3 Torr; for 1.83333 - 2h; Product distribution / selectivity; | |
With hydrogen; dicobalt octacarbonyl In dichloromethane at 120℃; under 77574.3 Torr; for 1h; Product distribution / selectivity; | |
With hydrogen; dicobalt octacarbonyl In pyridine at 120℃; under 31029.7 Torr; for 1h; Product distribution / selectivity; | |
With hydrogen; dicobalt octacarbonyl In dichlorobenzene, 1,2- at 120℃; under 77574.3 Torr; for 1h; Product distribution / selectivity; | |
Stage #1: carbon monoxide With hydrogen; cobalt(II) acetate In toluene at 200℃; under 51716.2 - 103432 Torr; for 0.75h; Stage #2: vinyl acetate In toluene at 120℃; under 93089.1 Torr; Product distribution / selectivity; |
vinyl acetate
A
ethanol
B
acetic acid butyl ester
C
ethyl acetate
D
acetone
Conditions | Yield |
---|---|
With hydrogen; p-benzoquinone; Grace Raney 4310 w/ Mo In Isopropyl acetate at 50 - 89℃; under 6190.25 - 11310.2 Torr; for 0.1 - 1.68333h; Product distribution / selectivity; | |
With hydrogen; p-benzoquinone; Grace Raney 4310 w/ Mo at 44.1 - 51℃; under 5983.38 - 10999.9 Torr; for 0.433333 - 1.5h; Product distribution / selectivity; | |
With hydrogen; p-benzoquinone; 5%-palladium/activated carbon In Isopropyl acetate at 36 - 50℃; under 2311.54 - 6138.53 Torr; for 0.0666667h; Product distribution / selectivity; | |
With hydrogen; p-benzoquinone; 5%-palladium/activated carbon at 54.25 - 59℃; under 6086.82 - 8827.77 Torr; for 0.266667h; Product distribution / selectivity; |
Conditions | Yield |
---|---|
With hydrogenchloride; n-butyllithium In tetrahydrofuran; hexane | 41% |
methanol
carbon monoxide
methyl iodide
A
1,1-dimethoxyethane
B
ethanol
C
acetic acid methyl ester
D
acetaldehyde
E
ethyl acetate
Conditions | Yield |
---|---|
With (acetylacetonato)dicarbonylrhodium (l); hydrogen In toluene at 170℃; under 16276.6 - 25375 Torr; for 4h; Autoclave; | |
With (acetylacetonato)dicarbonylrhodium (l); rhodium(III) chloride hydrate; 1,3-bis-(diphenylphosphino)propane; hydrogen In toluene at 170℃; under 31015.6 - 47307.2 Torr; for 4h; Concentration; Autoclave; |
methanol
carbon monoxide
methyl iodide
A
1,1-dimethoxyethane
B
acetic acid methyl ester
C
acetaldehyde
D
ethyl acetate
Conditions | Yield |
---|---|
With (acetylacetonato)dicarbonylrhodium (l); 1,3-bis-(diphenylphosphino)propane; hydrogen In toluene at 170℃; under 16276.6 - 25375 Torr; for 4h; Autoclave; |
Conditions | Yield |
---|---|
Stage #1: phenylacetylene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Stage #2: ethyl acetate With boron trifluoride diethyl etherate In tetrahydrofuran; hexane at -78℃; | 100% |
Stage #1: phenylacetylene With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 0.5h; Inert atmosphere; Stage #2: ethyl acetate With boron trifluoride diethyl etherate In tetrahydrofuran; hexane at -78℃; for 0.5h; Inert atmosphere; Stage #3: With water; ammonium chloride In tetrahydrofuran; hexane at -78 - 20℃; | 96% |
Stage #1: phenylacetylene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Schlenk technique; Stage #2: ethyl acetate With boron trifluoride diethyl etherate In tetrahydrofuran at -78 - 20℃; for 1h; | 89% |
Conditions | Yield |
---|---|
Stage #1: ethyl acetate With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; for 1h; Stage #2: acetone In tetrahydrofuran at -78℃; for 0.5h; | 100% |
Stage #1: ethyl acetate With lithium hexamethyldisilazane In tetrahydrofuran at 20℃; for 1h; Stage #2: acetone In tetrahydrofuran for 0.5h; | 100% |
Stage #1: ethyl acetate With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; for 0.5h; Inert atmosphere; Stage #2: acetone In tetrahydrofuran for 0.166667h; | 88% |
Conditions | Yield |
---|---|
With dilithium tetra(tert-butyl)zincate at 0℃; for 1h; Temperature; Inert atmosphere; | 100% |
K2CO3 + 5percent Carbowax 6000 at 170℃; Product distribution; various catalysts, various amounts of catalysts; | 54 % Chromat. |
With trans-5,15-bis(2-hydroxy-1-naphthyl)octaethylporphyrine; silver perchlorate In benzene at 50℃; without AgClO4, other catalysts; |
Conditions | Yield |
---|---|
zirconium(IV) oxide at 200℃; in vapor-phase; | 100% |
With K5 for 2h; Heating; | 90% |
18-crown-6 ether; potassium carbonate at 170℃; Product distribution; various catalysts; | 61 % Chromat. |
18-crown-6 ether; potassium carbonate at 170℃; | 61 % Chromat. |
With Mycobacterium smegmatis acyl transferase In aq. phosphate buffer at 21℃; for 1h; pH=7.5; Inert atmosphere; Enzymatic reaction; |
ethyl acetate
(11E,13E)-(4R,5S,6S,7R,9R,16R)-4,6-Dihydroxy-7-(2-hydroxy-ethyl)-5-methoxy-9,16-dimethyl-oxacyclohexadeca-11,13-diene-2,10-dione
Acetic acid (7E,9E)-(3aR,5R,12R,16R,17S,17aS)-17-methoxy-5,12-dimethyl-2,6,14-trioxo-2,3,3a,5,6,11,12,14,15,16,17,17a-dodecahydro-4H-1,13-dioxa-cyclopentacyclohexadecen-16-yl ester
Conditions | Yield |
---|---|
With oxygen; platinum at 25℃; | 100% |
ethyl acetate
Conditions | Yield |
---|---|
With boron trichloride at -78 - 0℃; | 100% |
ethyl acetate
Conditions | Yield |
---|---|
Stage #1: ethyl acetate; methyl 1-methyl-2-oxo-1,2-dihydroquinoline-3-carboxylate With sodium methylate for 7h; Heating; Stage #2: With hydrogenchloride In ethyl acetate for 3h; Heating; | 100% |
Conditions | Yield |
---|---|
With dilithium tetra(tert-butyl)zincate at 0℃; for 1h; Inert atmosphere; | 100% |
With 1,3-dicyclohexylimidazol-2-ylidene at 25℃; for 0.5h; | 68% |
phosphotungstic acid at 65 - 70℃; for 2h; | 24% |
ethyl acetate
2‐[3‐chloro‐5‐(trifluoromethyl)pyridin‐2‐yl]acetonitrile
2-(3-chloro-5-trifluoromethyl-pyridin-2-yl)-3-oxo-butyronitrile
Conditions | Yield |
---|---|
With sodium hydride In tetrahydrofuran | 100% |
3-iodobenzoic acid methyl ester
ethyl acetate
3-(3-iodophenyl)-3-oxopropionic acid ethyl ester
Conditions | Yield |
---|---|
With potassium tert-butylate In tetrahydrofuran at 0 - 20℃; for 2.25h; | 100% |
[3R,4S]-1-(t-Butyloxycarbonyl)-3-ethenyl-4-piperidine Acetic Acid
ethyl acetate
Conditions | Yield |
---|---|
With thionyl chloride In methanol | 100% |
trans-dichloro(ethylene)(2,4,6-trimethylpyridine)platinum
ethyl acetate
trans-dichloro(ethyl acetate)(2,4,6-trimethylpyridine)platinum(II)
Conditions | Yield |
---|---|
In ethyl acetate byproducts: ethylene; Irradiation (UV/VIS); | 100% |
In ethyl acetate Irradiation (UV/VIS); the Pt-complex dissolved in ethyl acetate was introduced into a muffshaped Schlenk tube surrounding a 125-W medium-pressure mercury lamp, Philips HPK 125, irradn. for 15 min at room temp., λ<310 nm was eliminated by Pyrex filter; the solvent was removed under reduced pressure at -30°C, the solid was recrystd. at -30°C in pentane-CH2Cl2; | 85% |
Conditions | Yield |
---|---|
In diethyl ether; N,N-dimethyl acetamide; ethyl acetate (Ar); vapor diffusion of Et2O into a (CH3)2NCOCH3/EtOAc soln. of Co complex; | 100% |
In N,N-dimethyl acetamide; ethyl acetate (Ar); stirred for 2 h at room temp.; |
1,1-dimethylethyl 4-({[4-(cyanomethyl)-2-(methyloxy)phenyl]oxy}methyl)piperidine-1-carboxylate
ethyl acetate
Conditions | Yield |
---|---|
With sodium hydride In tetrahydrofuran at 60℃; for 15h; | 100% |
Conditions | Yield |
---|---|
Stage #1: ethyl acetate With lithium diisopropyl amide In tetrahydrofuran; hexane at -78℃; for 0.333333h; Stage #2: (Z)-4-heptenal In tetrahydrofuran; hexane at -78℃; for 2h; | 100% |
Conditions | Yield |
---|---|
Stage #1: ethyl acetate With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 1h; Inert atmosphere; Stage #2: ethyl 2-fluoroacetate In tetrahydrofuran at -78 - 20℃; Inert atmosphere; | 100% |
Stage #1: ethyl acetate With lithium diisopropyl amide In tetrahydrofuran; diethyl ether; cyclohexane; ethylbenzene at -78℃; for 2h; Cooling with acetone-dry ice; Stage #2: ethyl 2-fluoroacetate In tetrahydrofuran; diethyl ether; cyclohexane; ethylbenzene at -78 - 20℃; | 86% |
Stage #1: ethyl acetate With sodium ethanolate at 0 - 5℃; for 1h; Stage #2: ethyl 2-fluoroacetate at 0 - 65℃; for 25h; | 65.6% |
Stage #1: ethyl acetate With lithium diisopropyl amide In diethyl ether at -78℃; for 0.75h; Stage #2: ethyl 2-fluoroacetate In diethyl ether at -78 - 20℃; for 16h; | |
Stage #1: ethyl acetate With lithium diisopropyl amide In tetrahydrofuran; n-heptane; ethylbenzene at -78℃; for 0.5h; Inert atmosphere; Stage #2: ethyl 2-fluoroacetate In tetrahydrofuran; n-heptane; ethylbenzene at -78 - 20℃; Inert atmosphere; |
tris(triphenylphosphine)ruthenium(II) chloride
ethyl acetate
Conditions | Yield |
---|---|
In toluene under Ar or N2; soln. of Ru compd. (0.156 mmol) and Ni compd. (0.303 mmol) in toluene heated at reflux for 4 h; cooling; addn. of small amt. of silica; evapn. under vac.; column chromy. (silica, CH2Cl2/light petroleum (1/4 and 3/7)); recrystn. from ethyl acetate and hydrocarbons (pentane, hexane, heptane); elem. anal.; | 100% |
3,4,5-trimethoxyphenylbiguanide hydrochloride
ethyl acetate
2-amino-4-(3',4',5'-trimethoxyphenyl)amino-6-methyl-1,3,5-triazine
Conditions | Yield |
---|---|
With sodium methylate In tetrahydrofuran at 70℃; for 0.333333h; Microwave irradiation; | 100% |
p-[(tert-butyldimethylsilyl)oxy]benzaldehyde
ethyl acetate
ethyl 3-(4-{[tert-butyl(dimethyl)silyl]oxy}phenyl)-3-hydroxypropionate
Conditions | Yield |
---|---|
In tetrahydrofuran at -78℃; for 1.5h; Inert atmosphere; | 100% |
Stage #1: ethyl acetate With lithium hexamethyldisilazane In tetrahydrofuran; hexane at -78℃; for 0.333333h; Inert atmosphere; Stage #2: p-[(tert-butyldimethylsilyl)oxy]benzaldehyde In tetrahydrofuran; hexane at -78℃; for 0.5h; Inert atmosphere; | 100% |
ethyl acetate
benzo[1,3,2]dioxaborole
2-ethoxy-o-phenylene-1,3,2-dioxaborolane
Conditions | Yield |
---|---|
[Mo(H)(Cl)(P(CH3)3)3(N(C6H3(CH3CHCH3)2))] In benzene-d6 react. of HBCat with 0.4 M soln. of MeC(O)OEt (2:1 molar ratio) in C6D6 at temp. of 22°C for 24 h in presence of 5 mol% of Mo complex as catalyst; detd. by NMR; | 100% |
With tetramethylsilane; (2,6-diisopropylphenyl-N=)Mo(H)(Cl)(PMe3)3 In benzene-d6 at 22℃; for 24h; Inert atmosphere; | |
With (2,6-diisopropylphenyl-N=)Mo(H)(Cl)(PMe3)3 In benzene-d6 at 22℃; for 2h; Catalytic behavior; Reagent/catalyst; Time; Inert atmosphere; | 100 %Spectr. |
Ethyl acetate, with the CAS registry number 141-78-6, is a clear colorless liquid with a fruity odor. Its EINECS registry number is 205-500-4. This chemical is soluble in water which is an organic compound with the formula CH3COOCH2CH3. Ethyl acetate is stable under normal temperature conditions and recommended use. In addition, it is a flammable liquid with a flash point lower than 37.8°C (100°F). The substance may be toxic to blood, kidneys, liver, central nervous system (CNS). Ethyl acetate should be stored in a segregated and approved area, and should keep its container in a cool, well-ventilated area, which should be tightly closed and sealed until ready for use.
Physical properties about Ethyl acetate are:
(1)ACD/LogP: 0.785; (2)ACD/LogD (pH 5.5): 0.79; (3)ACD/LogD (pH 7.4): 0.79; (4)ACD/BCF (pH 5.5): 2.33; (5)ACD/BCF (pH 7.4): 2.33; (6)ACD/KOC (pH 5.5): 63.70; (7)ACD/KOC (pH 7.4): 63.70; (8)#H bond acceptors: 2; (9)#Freely Rotating Bonds: 2; (10)Index of Refraction: 1.373; (11)Molar Refractivity: 22.355 cm3; (12)Molar Volume: 98.045 cm3; (13)Polarizability: 8.862 10-24cm3; (14)Surface Tension: 23.568000793457 dyne/cm; (15)Density: 0.899 g/cm3; (16)Flash Point: -3.333 °C; (17)Enthalpy of Vaporization: 31.94 kJ/mol; (18)Boiling Point: 73.935 °C at 760 mmHg; (19)Vapour Pressure: 111.716003417969 mmHg at 25°C
Production of Ethyl acetate:
In industry, Ethyl acetate is synthesized mainly by ethanol and acetic acid via the classic Fischer esterification reaction. This reaction occurs at room temperature with the yield about 65%, that will more quickly by acid catalysis.
CH3CH2OH + CH3COOH → CH3COOCH2CH3 + H2O
Additionally, Ethyl acetate is also prepared industrially by combining two equivalents of acetaldehyde in the presence of an alkoxide catalyst using the Tishchenko reaction. The yield is about 95%-96%. This method is less cost than others.
2 CH3CHO [Al(OR)3] → CH3COOCH2CH3
What's more, it can also be produced by ethylic acid and ethene via the esterification reaction. The reaction equation is as the following:
CH3COOH + C2H4 → CH3COOC2H5
Uses of Ethyl acetate:
Ethyl acetate is the ester of ethanol and acetic acid. Because of its low cost, low toxicity, and agreeable odor, it is used as a solvent and diluent. Ethyl acetate is also used in glues or nail polish removers. Since it is prone to hydrolysis and transesterification, Ethyl acetate is rarely selected as a reaction solvent. In the laboratory, mixtures that contains ethyl acetate are used in column chromatography and extractions.Ethyl acetate is the most common ester in wine. The aroma of ethyl acetate is most vivid in younger wines and contributes towards the general perception of "fruitiness" in the wine. Ethyl acetate is an effective asphyxiant for use in insect collecting and study. Because it is not hygroscopic, Ethyl acetate also keeps the insect soft enough to allow proper mounting suitable for a collection. It is also used in paints as an activator or hardener.
Safety information of Ethyl acetate:
When you are using Ethyl acetate, you should be very cautious. This chemical is irritating to eyes which is also highly flammable. Repeated exposure may cause skin dryness or cracking. Its vapour may cause drowsiness and dizziness. It should be kept away from sources of ignition - no smoking. In case of contact with eyes, you need rinse immediately with plenty of water and seek medical advice. Whenever you need, you can take precautionary measures against static discharges.
You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CCOC(=O)C
(2)InChI: InChI=1S/C4H8O2/c1-3-6-4(2)5/h3H2,1-2H3
(3)InChIKey: XEKOWRVHYACXOJ-UHFFFAOYSA-N
The toxicity data of Ethyl acetate is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
cat | LCLo | inhalation | 61gm/m3 (61000mg/m3) | "Handbook of Toxicology," 4 vols., Philadelphia, W.B. Saunders Co., 1956-59Vol. 1, Pg. 336, 1955. | |
cat | LD50 | subcutaneous | 3gm/kg (3000mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) GASTROINTESTINAL: NAUSEA OR VOMITING BLOOD: OTHER CHANGES | Archiv fuer Gewerbepathologie und Gewerbehygiene. Vol. 5, Pg. 1, 1933. |
guinea pig | LD50 | oral | 5500mg/kg (5500mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) BEHAVIORAL: COMA | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 48(4), Pg. 66, 1983. |
guinea pig | LD50 | subcutaneous | 3gm/kg (3000mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Archiv fuer Gewerbepathologie und Gewerbehygiene. Vol. 5, Pg. 1, 1933. |
human | TCLo | inhalation | 400ppm (400ppm) | SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION SENSE ORGANS AND SPECIAL SENSES: CONJUNCTIVE IRRITATION: EYE LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES | Journal of Industrial Hygiene and Toxicology. Vol. 25, Pg. 282, 1943. |
mouse | LC50 | inhalation | 45gm/m3/2H (45000mg/m3) | "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 65, 1982. | |
mouse | LD50 | intraperitoneal | 709mg/kg (709mg/kg) | Shell Chemical Company. Unpublished Report. Vol. -, Pg. 5, 1961. | |
mouse | LD50 | oral | 4100mg/kg (4100mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) BEHAVIORAL: COMA | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 48(4), Pg. 66, 1983. |
rabbit | LD50 | oral | 4935mg/kg (4935mg/kg) | Industrial Medicine and Surgery. Vol. 41, Pg. 31, 1972. | |
rabbit | LD50 | skin | > 20mL/kg (20mL/kg) | Union Carbide Data Sheet. Vol. 10/4/1968, | |
rat | LC50 | inhalation | 200gm/m3 (200000mg/m3) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA | Science Reports of the Research Institutes, Tohoku University, Series C: Medicine. Vol. 36(1-4), Pg. 10, 1989. |
rat | LD50 | oral | 5620mg/kg (5620mg/kg) | Yakkyoku. Pharmacy. Vol. 32, Pg. 1241, 1981. | |
rat | LDLo | subcutaneous | 5gm/kg (5000mg/kg) | Bolletino della Societe Italiana di Biologia Sperimentale. Vol. 18, Pg. 45, 1943. |
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