Ethyl acrylate supplier | CasNO.140-88-5

Name
Ethyl acrylate
EINECS 205-438-8
CAS No. 140-88-5
Article Data212
CAS DataBase
Density 0.913 g/cm³
Solubility 1.5 g/100 mL (25 °C) in water
Melting Point -71 °C(lit.)
Formula C₅H₈O₂
Boiling Point 99.499 °C at 760 mmHg
Molecular Weight 100.117
Flash Point 15.556 °C
Transport Information UN 1917 3/PG 2
Appearance clear colorless liquid
Safety 9-16-33-36/37
Risk Codes 11-20/21/22-36/37/38-43
Molecular Structure
Hazard Symbols F,Xn
Synonyms Acrylicacid ethyl ester (6CI,8CI);2-Propenoic acid ethyl ester;Ethyl 2-propenoate;Ethyl acrylic ester;Ethyl propenoate;NSC 8263;
PSA 26.30000
LogP 0.73550

Synthetic route

: 155201-03-9
ethyl 3-(trifluoromethanesulfonyl)propionate

A: 2926-29-6
Langlois reagent

B: 140-88-5
ethyl acrylate

Conditions

Conditions	Yield
With sodium methylate In methanol at 20℃;	A 100% B n/a

: 64-17-5
ethanol

: 79-10-7
acrylic acid

: 140-88-5
ethyl acrylate

Conditions

Conditions	Yield
With iron(III) sulfate; sulfuric acid for 3h; Heating;	98%
In neat (no solvent) at 80℃; for 2.5h;	89%
With sulfuric acid for 12h; Reflux;	82%

: 3674-13-3
2,3-dibromopropionic acid ethyl ester

: 140-88-5
ethyl acrylate

Conditions

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;	95%
With ethanol; sulfuric acid; zinc
With ethanol; zinc
With diethyl ether; zinc
With 2-methoxy-phenylamine In tetrahydrofuran at 20℃; stereospecific reaction;

: 539-74-2
Ethyl 3-bromopropionate

: 140-88-5
ethyl acrylate

Conditions

Conditions	Yield
With P(MeNCH2CH2)3N In acetonitrile at 25℃; for 0.0833333h;	92%
Multi-step reaction with 2 steps 1: 83 percent / dimethylformamide / 1.) 55 deg C, 60 h, 2.) room temperature, 6 h 2: 100 °C View Scheme
With indole; dichloro bis(acetonitrile) palladium(II); potassium carbonate; norbornene In N,N-dimethyl acetamide; water Schlenk technique; Inert atmosphere; regioselective reaction;

: 74-85-1
ethene

: 79-10-7
acrylic acid

A: 60-29-7
diethyl ether

B: 64-17-5
ethanol

C: 140-88-5
ethyl acrylate

Conditions

Conditions	Yield
With water; cesium nitrate; tungstophosphoric acid; water; mixture of, dried, tabletted at 85.6 - 165℃; under 2250.23 Torr; Product distribution / selectivity; Gas phase;	A 3.5% B 4.3% C 91.8%

...Expand

: 85233-91-6
{(NP3)RhH}

: 623-47-2
propynoic acid ethyl ester

: (N(CH2CH2P(C6H5)2)3Rh(C2CO2C2H5))

B: 140-88-5
ethyl acrylate

Conditions

Conditions	Yield
In tetrahydrofuran N2 or Ar atmosphere; refluxing (3 h, ratio Rh-compd. org. compd. 1:10), cooling (room temp.); addn. of EtOH, washing (EtOH and pentane), drying (N2 stream); elem. anal.;	A 90% B 8-15
In tetrahydrofuran N2 or Ar atmosphere; stirring (room temp., 24 h, ratio Rh-compd. org. compd. 1:10); addn. of EtOH, slow evapn., washing (EtOH and pentane), drying (N2 stream); elem. anal.;	A 90% B 8-15

...Expand

: 50-00-0
formaldehyd

: 1099-45-2
ethyl (triphenylphosphoranylidene)acetate

: 140-88-5
ethyl acrylate

Conditions

Conditions	Yield
In benzene Wittig reaction; Reflux;	87%
In 1,4-dioxane at 50℃; for 16h;

: 50-00-0
formaldehyd

: 867-13-0
diethoxyphosphoryl-acetic acid ethyl ester

: 140-88-5
ethyl acrylate

Conditions

Conditions	Yield
With potassium carbonate In water at 30℃; for 0.166667h;	77%
With potassium carbonate In 1,4-dioxane at 70℃; for 5h;	75%
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With sodium hydride In tetrahydrofuran; paraffin oil at 0 - 25℃; Horner-Wadsworth-Emmons Olefination; Inert atmosphere; Stage #2: formaldehyd In tetrahydrofuran; paraffin oil at 0 - 25℃; for 0.166667h; Horner-Wadsworth-Emmons Olefination; Inert atmosphere;
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With sodium hydride In toluene at 0℃; Horner-Wadsworth-Emmons Olefination; Inert atmosphere; Schlenk technique; Stage #2: formaldehyd at 20℃; Horner-Wadsworth-Emmons Olefination; Inert atmosphere; Schlenk technique;
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With sodium hydride In tetrahydrofuran at 20 - 40℃; for 1h; Stage #2: formaldehyd In tetrahydrofuran at 40℃; for 5h;

: 3553-93-3
1-(trimethylsilyl)piperidin-2-one

: 535-11-5, 41978-69-2
Ethyl 2-bromopropionate

A: 675-20-7
piperidin-2-one

B: 2857-97-8
trimethylsilyl bromide

C: 2-(2-Oxo-piperidin-1-yl)-propionic acid ethyl ester

D: 140-88-5
ethyl acrylate

Conditions

Conditions	Yield
at 155 - 180℃; for 3h; Yields of byproduct given;	A n/a B n/a C 73% D n/a

...Expand

: 539-74-2
Ethyl 3-bromopropionate

A: 623-72-3
ethyl 3-hydroxypropanoate

B: 140-88-5
ethyl acrylate

Conditions

Conditions	Yield
With oxygen; tetraethylammonium perchlorate In N,N-dimethyl-formamide at 20℃; electroreduction at -1.1 V;	A 70% B 20 % Chromat.
With oxygen In N,N-dimethyl-formamide at 20℃; Product distribution; electrolysis of the oxygen saturated solution at -1,1 V; 0.1 M TEAP; further esters;	A 70% B 20 % Chromat.

: 535-11-5, 41978-69-2
Ethyl 2-bromopropionate

: 3553-94-4
1-trimethylsilanyl-azepan-2-one

A: 105-60-2
caprolactam

B: 2857-97-8
trimethylsilyl bromide

C: 2-(2-Oxo-azepan-1-yl)-propionic acid ethyl ester

D: 140-88-5
ethyl acrylate

Conditions

Conditions	Yield
at 150 - 185℃; for 3h; Yields of byproduct given;	A n/a B n/a C 65% D n/a

...Expand

: 1291-32-3
zirconocene dichloride

: 5459-35-8
2-bromo-acrylic acid ethyl ester

: 928-49-4
hex-3-yne

A: 1219618-63-9
ethyl 2,3,4,5-tetraethylbenzoate

B: 140-88-5
ethyl acrylate

Conditions

Conditions	Yield
Stage #1: zirconocene dichloride With n-butyllithium In tetrahydrofuran at -78℃; Inert atmosphere; Stage #2: hex-3-yne In tetrahydrofuran at 20℃; Inert atmosphere; Stage #3: 2-bromo-acrylic acid ethyl ester Further stages;	A 63% B n/a

...Expand

: 867-13-0
diethoxyphosphoryl-acetic acid ethyl ester

: 100-52-7
benzaldehyde

: 140-88-5
ethyl acrylate

Conditions

Conditions	Yield
C-200 (barium hydroxide) In tetrahydrofuran; water for 0.166667h; Ambient temperature; sonication;	57%

: 1291-32-3
zirconocene dichloride

: 5459-35-8
2-bromo-acrylic acid ethyl ester

: 1942-45-6
4-Octyne

A: 1219618-70-8
ethyl 2,3,4,5-tetrapropylbenzoate

B: 140-88-5
ethyl acrylate

Conditions

Conditions	Yield
Stage #1: zirconocene dichloride With n-butyllithium In tetrahydrofuran at -78℃; Inert atmosphere; Stage #2: 4-Octyne In tetrahydrofuran at 20℃; Inert atmosphere; Stage #3: 2-bromo-acrylic acid ethyl ester Further stages;	A 57% B n/a

...Expand

: 623-72-3
ethyl 3-hydroxypropanoate

A: 79-10-7
acrylic acid

B: 140-88-5
ethyl acrylate

Conditions

Conditions	Yield
With ethanol; sulfuric acid; copper at 220℃; Product distribution / selectivity;	A 50% B 50 %Chromat.
With ethanol; NaH2PO4-silica at 250 - 275℃; Product distribution / selectivity;	A 21% B 14 - 49 %Chromat.

: 2-(2-(ethoxycarbonyl)ethylthio)pyridine N-oxide

A: 19006-76-9
2-ethylthiopyridine

B: 89407-42-1
(propionate d'ethyle-3)(pyridyl-2) sulfure

C: 140-88-5
ethyl acrylate

Conditions

Conditions	Yield
at 220℃; under 1 Torr;	A 13% B 16% C 43%
at 220℃; under 1 Torr; Product distribution; other conditions, other substrates;	A 13% B 16% C 43%

...Expand

: 64-17-5
ethanol

: 201230-82-2
carbon monoxide

: 74-86-2
acetylene

: 140-88-5
ethyl acrylate

Conditions

Conditions	Yield
With bis(acetylacetonate)nickel(II); sodium acetylacetonate In tetrahydrofuran at 220℃; under 1500.15 - 35253.5 Torr; for 1h; Autoclave;	42.1%
With copper(ll) bromide; nickel dibromide In tetrahydrofuran at 240℃; under 3750.38 Torr;
With 2-Picolinic acid In tetrahydrofuran at 210℃; under 1500.15 - 37503.8 Torr; for 0.5h; Autoclave; Inert atmosphere;
With 8-hydroxy-quinoline-2-carboxylic acid; triethylaluminum; nickel(II) acetate tetrahydrate; triphenylphosphine In tetrahydrofuran at 60℃; under 10501.1 - 12001.2 Torr; for 1h; Autoclave; Inert atmosphere;

...Expand

: 14468-90-7
N-trimethylsilyl-pyrrolidin-2-one

: 535-11-5, 41978-69-2
Ethyl 2-bromopropionate

A: 616-45-5
2-pyrrolidinon

B: 70717-55-4
ethyl 2-(2-oxo-1-pyrrolidinyl)propanoate

C: 2857-97-8
trimethylsilyl bromide

D: 140-88-5
ethyl acrylate

Conditions

Conditions	Yield
at 170 - 200℃; for 3h; Yields of byproduct given;	A n/a B 37% C n/a D n/a

...Expand

: 103-36-6
ethyl 3-phenyl-2-propenoate

: 74-85-1
ethene

A: 292638-84-7
styrene

B: 140-88-5
ethyl acrylate

Conditions

Conditions	Yield
Hoveyda-Grubbs catalyst second generation In dichloromethane at 40℃; under 562.556 Torr; for 24h; Product distribution / selectivity; Inert atmosphere;	A 19% B 28%
With Hoveyda-Grubbs catalyst second generation at 25℃; under 13187.6 Torr; for 21h; Catalytic behavior; Reagent/catalyst;	A n/a B 6.2%

...Expand

: 1291-32-3
zirconocene dichloride

: 5459-35-8
2-bromo-acrylic acid ethyl ester

: 501-65-5
diphenyl acetylene

A: 96676-89-0
ethyl-5',6'-diphenyl-[1,1':2',1''-terphenyl]-3'-carboxylate

B: 140-88-5
ethyl acrylate

Conditions

Conditions	Yield
Stage #1: zirconocene dichloride With n-butyllithium In tetrahydrofuran at -78℃; Inert atmosphere; Stage #2: diphenyl acetylene In tetrahydrofuran at 20℃; Inert atmosphere; Stage #3: 2-bromo-acrylic acid ethyl ester Further stages;	A 26% B n/a

...Expand

: 106-98-9
1-butylene

: 103-36-6
ethyl 3-phenyl-2-propenoate

A: 292638-84-7
styrene

B: 140-88-5
ethyl acrylate

Conditions

Conditions	Yield
Hoveyda-Grubbs catalyst second generation In dichloromethane at 40℃; under 750.075 Torr; for 24h; Inert atmosphere;	A 8% B 8%

...Expand

: 74-85-1
ethene

: 623-91-6
diethyl Fumarate

A: 2409-52-1
diethylitaconate

B: 140-88-5
ethyl acrylate

Conditions

Conditions	Yield
Hoveyda-Grubbs catalyst second generation at 60℃; under 7757.43 Torr; for 4h; Conversion of starting material;	A 4% B 7%

...Expand

: 74-85-1
ethene

: 623-91-6
diethyl Fumarate

: 140-88-5
ethyl acrylate

Conditions

Conditions	Yield
[1,3-bis(2-methylphenyl)-2-(imidazolidene)dichloro(phenylmethylene)(tricyclohexylphosphine)]ruthenium (II) at 60℃; under 7757.43 Torr; for 4h; Conversion of starting material;	1%
dichloro(tricyclohexylphosphino)(benzylidene)(1,3-dimesityl-4,5-dihydroimidazol-2-ylidene)ruthenium(III) at 60℃; under 7757.43 Torr; for 4h; Conversion of starting material;	1%
[1,3-bis(2,4,6-trimethylphenyl)-2-(imidazolidene)dichloro(3-methyl-2-butenylidene)(tricyclohexylphosphine)]ruthenium (II) at 60℃; under 7757.43 Torr; for 16h; Conversion of starting material;	1%

: 64-18-6
formic acid

: 590-29-4
potassium formate

: 86931-46-6
1-(2-carbethoxyethyl)pyridinium bromide

A: 110-86-1
pyridine

B: 140-88-5
ethyl acrylate

...Expand

: 97-64-3, 2676-33-7
ethyl 2-hydroxypropionate

: 140-88-5
ethyl acrylate

Conditions

Conditions	Yield
at 450℃; ueber einen aus Natriumdihydrogenphosphat und Graphit hergestellten Katalysator;
Multi-step reaction with 2 steps 1: pyridine; diethyl ether; SOCl2 / -10 °C 2: 390 - 420 °C View Scheme
Multi-step reaction with 2 steps 1: concentrated H2SO4 / bei der Destillation 2: quartz / 450 °C View Scheme

: 64-67-5
diethyl sulfate

: 57-57-8
β-Propiolactone

: 140-88-5
ethyl acrylate

: 57-57-8
β-Propiolactone

: 540-82-9
ethyl sulfate

: 64-17-5
ethanol

: 140-88-5
ethyl acrylate

Conditions

Conditions	Yield
With iron(II) sulfate at 140℃;

...Expand

: 57-57-8
β-Propiolactone

: 64-17-5
ethanol

: 140-88-5
ethyl acrylate

Conditions

Conditions	Yield
With pyrographite at 250℃;
With sulfuric acid; hydroquinone

: 593-60-2
Vinyl bromide

: 140-88-5
ethyl acrylate

Conditions

Conditions	Yield
With ethanol; tetracarbonyl nickel at 190℃;

: 924-73-2
3-amino-propionic acid ethyl ester

: 140-88-5
ethyl acrylate

: 110-89-4
piperidine

: 140-88-5
ethyl acrylate

: 19653-33-9
ethyl piperidine-1-propionate

Conditions

Conditions	Yield
cobalt(II) acetate In water at 20℃; for 15h; aza-type Michael addition;	100%
ammonium cerium(IV) nitrate for 0.333333h; aza-Michael addition; ultrasonication;	100%
With ammonium cerium(IV) nitrate In water at 20℃; for 12h; aza-Michael addition;	99%

: 75-31-0
isopropylamine

: 140-88-5
ethyl acrylate

: 16217-22-4
3-isopropylaminopropionic acid ethyl ester

Conditions

Conditions	Yield
In tetrahydrofuran; ethanol at 0 - 20℃; for 16h;	100%
In ethanol at 0 - 20℃; for 24h;	100%
With poly(ethylene glycol) 2000; ruthenium trichloride at 50℃; for 8h; aza-Michael addition;	91%

: 109-89-7
diethylamine

: 140-88-5
ethyl acrylate

: 5515-83-3
ethyl 3-(diethylamino)propionate

Conditions

Conditions	Yield
With copper diacetate In water at 20℃; for 12h; aza-Michael addition;	100%
iron(III) chloride In dichloromethane at 25℃; for 42h; Product distribution; various catalysts and further amines with various Michael acceptors;	96%
iron(III) chloride In dichloromethane at 25℃; for 42h;	96%

: 109-73-9
N-butylamine

: 140-88-5
ethyl acrylate

: 10494-81-2
ethyl N-(n-butyl)-b-aminopropionate

Conditions

Conditions	Yield
In ethanol at 20℃; for 2h; Michael addition;	100%
With poly(ethylene glycol) 2000; ruthenium trichloride at 50℃; for 8h; aza-Michael addition;	96%
Stage #1: N-butylamine With cerous nitrate for 4h; Reflux; Stage #2: ethyl acrylate for 8h; Time;	93.8%

: 140-88-5
ethyl acrylate

: 112-55-0
1-dodecylthiol

: 34137-13-8
ethyl 3-n-dodecylthiopropionate

Conditions

Conditions	Yield
In acetonitrile electrolysis (0.01-0.1 N Et4NBr or Bu4NBr, Pt cathode, Mg anode);	100%
With dibenzoyl peroxide at 240℃;

: 140-88-5
ethyl acrylate

: 3674-13-3
2,3-dibromopropionic acid ethyl ester

Conditions

Conditions	Yield
With bromine In acetone for 0.5h; Reflux;	100%
With bromine In tetrachloromethane at 0 - 60℃; for 2h;	99%
With bromine In dichloromethane at 0 - 20℃; for 4.33333h; Inert atmosphere;	95%

: 140-88-5
ethyl acrylate

: 71962-74-8
Ethyl nipecotate

: 128200-19-1
ethyl 1-[2-(ethoxycarbonyl)ethyl]-3-piperidinecarboxylate

Conditions

Conditions	Yield
at 55℃;	100%
In toluene at 18 - 52℃; for 12.9167 - 13.1667h;	100%
In toluene at 18 - 52℃; for 12.9167 - 13.1667h; Product distribution / selectivity;	97.6%

: 107-10-8
propylamine

: 140-88-5
ethyl acrylate

: 3619-65-6
diethyl 3,3’-(propylazanediyl)dipropanoate

Conditions

Conditions	Yield
iron(III) chloride In water at 20℃; for 15h; aza-type Michael addition;	100%

: 14318-66-2
3-methoxy-N-methylaniline

: 140-88-5
ethyl acrylate

: 7280-98-0
3-(N-Methyl-N-m-methoxyphenylamino)-propionsaeure-aethylester

Conditions

Conditions	Yield
at 60℃; for 2h;	100%
In acetic acid

: 140-88-5
ethyl acrylate

: 1609-27-4
N,N-bis-[2-(ethylcarboxylato)ethyl]hydroxylamine

Conditions

Conditions	Yield
With hydroxylamine; triphenylphosphine In acetonitrile at 20℃; for 0.25h; Michael addition;	100%
With hydroxylamine hydrochloride; sodium hydroxide In methanol for 0.25h; Inert atmosphere;	72%
With hydroxylamine In methanol
With hydroxylamine hydrochloride; ammonia In ethanol at 20℃; for 15h;

: 675-20-7
piperidin-2-one

: 140-88-5
ethyl acrylate

: 88948-40-7
1-(2-ethoxycarbonylethyl)-2-piperidinone

Conditions

Conditions	Yield
With sodium hydroxide In tetrahydrofuran Michael addition reaction;	100%
With tetraethoxy orthosilicate; cesium fluoride In neat (no solvent) at 25℃; for 0.166667h; Product distribution; Mechanism; variation of reaction time and amount of CsF; further α,β-unsaturated esters; further amides; presence of different solvents;	98%
With tetraethoxy orthosilicate; cesium fluoride In neat (no solvent) at 25℃; for 0.166667h;	98%

: 105-60-2
caprolactam

: 140-88-5
ethyl acrylate

: 88948-41-8
3-(2-Oxo-azepan-1-yl)-propionic acid ethyl ester

Conditions

Conditions	Yield
With sodium hydroxide In tetrahydrofuran Michael addition reaction;	100%
With tetraethoxy orthosilicate; cesium fluoride In neat (no solvent) at 25℃; for 1h;	89%

: 623-73-4
diazoacetic acid ethyl ester

: 140-88-5
ethyl acrylate

: 82706-83-0
diethyl Δ2-pyrazoline-3,5-dicarboxylate

Conditions

Conditions	Yield
at 22℃; for 5h;	100%
In pyridine at 60℃; for 3h;	99%
With water at 20℃; for 3h; Green chemistry;	99%

: 61-54-1
tryptamine

: 140-88-5
ethyl acrylate

: 14487-98-0
3-<<2-(1H-indol-3-yl)ethyl>amino>propanoic acid ethyl ester

Conditions

Conditions	Yield
In ethanol for 1h; Reflux;	100%
In ethanol at 0℃; for 24h;	83%
In tetrahydrofuran at 20℃; for 12h;	83%
In ethanol at 0 - 20℃;	80%
In ethanol

: 75-07-0
acetaldehyde

: 140-88-5
ethyl acrylate

: 98837-34-4, 130196-00-8, 19362-99-3
ethyl 3-hydroxy-2-methylenebutanoate

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane at 20℃; for 216h;	100%
With 1,4-diaza-bicyclo[2.2.2]octane at 25℃; for 168h;	94%
1,4-diaza-bicyclo[2.2.2]octane for 168h; Ambient temperature;	90%

: 108-98-5
thiophenol

: 140-88-5
ethyl acrylate

: 60805-64-3
ethyl 3-(phenylthio)propionate

Conditions

Conditions	Yield
triethylamine Ambient temperature;	100%
In acetonitrile electrolysis (0.01-0.1 N Et4NBr or Bu4NBr, Pt cathode, Mg anode);	100%
perchloric acid; silica gel In dichloromethane at 20℃; for 0.166667h; thia-Michael addition;	95%

: 60-24-2
2-hydroxyethanethiol

: 140-88-5
ethyl acrylate

: 77475-66-2
ethyl 3-((2-hydroxyethyl)thio)propionate

Conditions

Conditions	Yield
In acetonitrile electrolysis (0.01-0.1 N Et4NBr or Bu4NBr, Pt cathode, Mg anode);	100%
With triethylamine In methanol; acetone at 0 - 20℃; for 16h; Product distribution / selectivity;	100%
With C15H22N4O4 In neat (no solvent) for 1h; Michael Addition; Irradiation;	100 %Spectr.

: 108-86-1
bromobenzene

: 140-88-5
ethyl acrylate

: 4192-77-2
ethyl cinnamate

Conditions

Conditions	Yield
With potassium phosphate; tetrabutylammomium bromide; [PdCl{[η5-C5H5)]Fe[(η5-C5H3)C(CH3)=NC12H25]}]2 In N,N-dimethyl-formamide at 140℃; for 12h; Heck coupling;	100%
With {4-[di(2-hydroxyethyl)amino]butyl}tri(n-butyl)ammonium bromide; palladium diacetate at 100℃; for 6h; Heck reaction; Inert atmosphere; stereoselective reaction;	99%
With C37H38BrClFeN3Pd; potassium acetate In N,N-dimethyl acetamide at 150℃; for 12h; Heck reaction; Inert atmosphere; regioselective reaction;	97%

: 591-50-4
iodobenzene

: 140-88-5
ethyl acrylate

: 4192-77-2
ethyl cinnamate

Conditions

Conditions	Yield
With tetrabutylammomium bromide; potassium acetate; Pd(0)-ferrocenyl In N,N-dimethyl-formamide at 60℃; for 2.5h;	100%
With palladium nanoparticles on graphene; triethylamine In N,N-dimethyl-formamide at 120 - 125℃; for 2h; Heck Reaction;	100%
With triethylamine; silica aerogel nanocomposite; palladium In acetonitrile for 8h; Mizoroki-Heck reaction; Heating;	99%

: 111-88-6
Octanethiol

: 140-88-5
ethyl acrylate

: 68749-03-1
3-octylsulfanyl-propionic acid ethyl ester

Conditions

Conditions	Yield
In acetonitrile electrolysis (0.01-0.1 N Et4NBr or Bu4NBr, Pt cathode, Mg anode);	100%

: 38512-35-5
1-(1-diazo-2,2,2-trifluoroethyl)-4-methylbenzene

: 140-88-5
ethyl acrylate

: 136603-49-1
3-carbethoxy-5-trifluoromethyl-5-(p-tolyl)-2-pyrazoline

Conditions

Conditions	Yield
at 20 - 25℃; for 0.083h;	100%

: 201230-82-2
carbon monoxide

: 140-88-5
ethyl acrylate

: 27772-62-9
ethyl 2-formylpropionate

Conditions

Conditions	Yield
With hydrogen; triethylamine; di(rhodium)tetracarbonyl dichloride; 1,4-di(diphenylphosphino)-butane at 25℃; under 15001.2 Torr; for 12h; Product distribution; other ligands: phosphanobornadiene;	100%
With hydrogen; triethylamine; di(rhodium)tetracarbonyl dichloride; 1,4-di(diphenylphosphino)-butane at 25℃; under 15001.2 Torr; for 12h;	100%
With hydrogen; [Rh(acac)(CO)2]-fluoropolymer ligand In carbon dioxide at 80℃; for 1h;
With hydrogen; C23H22NO5Rh In water; toluene at 85℃; under 30003 Torr; for 8h; Catalytic behavior; Autoclave; chemoselective reaction;

: 138356-10-2
BD 1060

: 140-88-5
ethyl acrylate

: 141044-90-8
N-<2-(3,4-dichlorophenyl)-1-ethyl>-N-<1-(ethoxypropionyl)>-2-(1-pyrrolidinyl)ethylamine

Conditions

Conditions	Yield
In toluene for 72h; Heating;	100%

: 140-88-5
ethyl acrylate

: 4439-02-5
3,4-methylenedioxyphenylacetonitrile

: 76934-80-0
4-Benzo[1,3]dioxol-5-yl-4-cyano-heptanedioic acid diethyl ester

Conditions

Conditions	Yield
With N-benzyl-trimethylammonium hydroxide In acetonitrile	100%

: 7-Fluoro-5-piperidin-4-ylidene-5,11-dihydro-10-oxa-4-aza-dibenzo[a,d]cycloheptene

: 140-88-5
ethyl acrylate

: 3-[4-(7-Fluoro-11H-10-oxa-4-aza-dibenzo[a,d]cyclohepten-5-ylidene)-piperidin-1-yl]-propionic acid ethyl ester

Conditions

Conditions	Yield
In ethanol Heating;	100%

: 126570-60-3
4-(8-Chloro-5,11-dihydro[1]benzoxepino[4,3-b]pyridin-11-ylidene)piperidine

: 140-88-5
ethyl acrylate

: 3-[4-(8-Chloro-11H-10-oxa-4-aza-dibenzo[a,d]cyclohepten-5-ylidene)-piperidin-1-yl]-propionic acid ethyl ester

Conditions

Conditions	Yield
In ethanol Heating;	100%

: 5-Piperidin-4-ylidene-5,11-dihydro-10-oxa-1-aza-dibenzo[a,d]cycloheptene

: 140-88-5
ethyl acrylate

: 3-[4-(11H-10-Oxa-1-aza-dibenzo[a,d]cyclohepten-5-ylidene)-piperidin-1-yl]-propionic acid ethyl ester

Conditions

Conditions	Yield
In ethanol Heating;	100%

: 161522-66-3
8-Fluoro-5-piperidin-4-ylidene-5,11-dihydro-10-oxa-1-aza-dibenzo[a,d]cycloheptene

: 140-88-5
ethyl acrylate

: 3-[4-(8-Fluoro-11H-10-oxa-1-aza-dibenzo[a,d]cyclohepten-5-ylidene)-piperidin-1-yl]-propionic acid ethyl ester

Conditions

Conditions	Yield
In ethanol Heating;	100%

: 8-Chloro-5-piperidin-4-ylidene-5,11-dihydro-10-oxa-1-aza-dibenzo[a,d]cycloheptene

: 140-88-5
ethyl acrylate

: 3-[4-(8-Chloro-11H-10-oxa-1-aza-dibenzo[a,d]cyclohepten-5-ylidene)-piperidin-1-yl]-propionic acid ethyl ester

Conditions

Conditions	Yield
In ethanol Heating;	100%

: 591-50-4
iodobenzene

: 140-88-5
ethyl acrylate

: 17792-17-5
ethyl 3,3-diphenylacrylate

Conditions

Conditions	Yield
With silver(I) acetate; palladium diacetate; acetic acid at 110℃; for 6h; Inert atmosphere;	100%
With dipalladium(II)(1,1'-di-t-butyl-3,3'-(1,2-ethanediyl)bisimidazolium)dipyridinetetradichloride; tetrabutylammomium bromide; sodium acetate In N,N-dimethyl acetamide at 120℃; for 18h; Heck Reaction; Inert atmosphere;	95%
With silver(I) acetate; palladium diacetate; acetic acid at 110℃; for 6h; Heck reaction;	94%
With bis-triphenylphosphine-palladium(II) chloride; triethylamine In acetonitrile at 140℃; under 7500600 Torr; for 4h;	76%

Ethyl acrylate Consensus Reports

National Toxicology Program Technical Report Series. (Research Triangle Park, NC 27709) No. NTP-TR-259 ,1986. . Reported in EPA TSCA Inventory. Community Right-To-Know List.

Ethyl acrylate Standards and Recommendations

OSHA PEL: TWA 5 ppm; STEL 25 ppm (skin)
ACGIH TLV: TWA 5 ppm; STEL 15 ppm; Suspected Human Carcinogen
DFG MAK: 5 ppm (21 mg/m³)
DOT Classification: 3; Label: Flammable Liquid

Ethyl acrylate Analytical Methods

For occupational chemical analysis use NIOSH: Esters I, 1450.

Ethyl acrylate Specification

Ethyl acrylate, also known as 2-Propenoic acid, ethyl ester, is clear, colorless, flammable liquid with a sharp, acrid odor. It is slightly soluble in water, easily soluble in ethanol, ether, and soluble in chloroform. Ethyl acrylate can easily polymerize upon standing and polymerization is accelerated by heat, light, and peroxides. So this chemical is mainly used in the preparation of various polymers. If you don't want it polymerize spontaneously, you must add an inhibitor to prevent it. The odor threshold for ethyl acrylate ranges from 0.001 to 0.005 part per million (ppm) parts of air. So the human nose is easily detecting this odor.

Preparation: Ethyl acrylate can be obtianed by many methods.

1. Currently, the propylene oxidation method is the most used method. First, oxidize propylene to acrolein, and then further oxidize to acrylic acid. Secondly, go through successive esterification by acrylic acid and ethanol in the presence of ion exchange resin catalyst at the boiling temperature to obtain ethyl acrylate. Equation is as follows:
CH₂=CH-CH₃[O₂]→CH₂=CHCHO[O₂]→CH₂=CHCOOH
CH₂=CHCOOH+C₂H₅OH→CH₂=CHCOOC₂H₅

2. Ethyl acrylate can be obtianed by the reaction of 3-hydroxy propionitrile and ethanol in dilute sulfuric acid solution.

3. Ethyl acrylate can be obtianed by ethylene, carbon monoxide and ethanol in the presence of nickel or cobalt catalyst.

4. Ethyl acrylate can be obtianed by esterification of acrylic acid and acetylene in the presence of hydrochloric acid and Ni (CO)₄ in ethanol solution.

Uses: Ethyl acrylate is mainly used as comonomer in the production of resin which is widely used in paints, textiles, leather, adhesives and other industries. It is the intermediate in the preparation of ethyl carbamate insecticides Benfuracarb. Ethyl acrylate also can be used as raw material of protective coatings, adhesives and paper impregnant. The polymer can be used as anti-cracking agent of leather. And the copolymer with ethylene is a hot-melt adhesives, with 5% chloroethyl vinyl ether is synthetic rubber with good performance of oil resistance and heat resistant, which can replace nitrile rubber in some cases. What's more, ethyl acrylate is used in preparation of food flavor such as rum, pineapple and fruit cocktail allowed by GB 2760-1996.

Safty: The main safety issue of ethyl acrylate arises from its being flammable and highly reactive. So people should keep it away from sources of ignition. It is harmful by inhalation, in contact with skin and if swallowed. The drowsiness, nausea, headache, convulsions, lethargy, and respiratory and gastrointestinal irritation has been reported to be caused by acute exposure of workers to ethyl acrylate vapors. There is a favorable safety aspect which is ethyl acrylate has good warning properties: the odor threshold is much lower than any level of health concern. In other words, before the concentration reaches a level capable of creating a serious health risk, the bad odor warns people of ethyl acrylate's presence long. If you want to contact this product, you must wear suitable protective clothing and gloves.

Other properties: (1)ACD/LogP: 1.30; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.298; (4)ACD/LogD (pH 7.4): 1.298; (5)ACD/BCF (pH 5.5): 5.705; (6)ACD/BCF (pH 7.4): 5.705; (7)ACD/KOC (pH 5.5): 121.04; (8)ACD/KOC (pH 7.4): 121.04; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 26.3 Å²; (13)Index of Refraction: 1.402; (14)Molar Refractivity: 26.713 cm³; (15)Molar Volume: 109.645 cm³; (16)Polarizability: 10.59×10^-24 cm³; (17)Surface Tension: 24.853 dyne/cm; (18)Density: 0.913 g/cm³; (19)Flash Point: 15.556 °C; (20)Enthalpy of Vaporization: 33.885 kJ/mol; (21)Boiling Point: 99.499 °C at 760 mmHg; (22)Vapour Pressure: 38.182 mmHg at 25°C.

Structure Descriptors:
1. Smiles:C(=O)(OCC)C=C
2. InChI:InChI=1/C5H8O2/c1-3-5(6)7-4-2/h3H,1,4H2,2H3

Toxicity:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
cat	LD	oral	> 800uL/kg (0.8mL/kg)	GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS GASTROINTESTINAL: NAUSEA OR VOMITING	National Technical Information Service. Vol. OTS0521003,
guinea pig	LCLo	inhalation	1204ppm/7H (1204ppm)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: COUGH BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD	Journal of Industrial Hygiene and Toxicology. Vol. 31, Pg. 317, 1949.
human	TCLo	inhalation	50ppm (50ppm)	SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES	"Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 75, 1969.
monkey	LC	inhalation	> 75ppm/6H (75ppm)	SENSE ORGANS AND SPECIAL SENSES: DEVIATED NASAL SEPTUM: OLFACTION SENSE ORGANS AND SPECIAL SENSES: ULCERATED NASAL SEPTUM: OLFACTION	Toxicologist. Vol. 36(1, Pg. pt2), 113.
mouse	LC50	inhalation	16200mg/m³ (16200mg/m³)		Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 23(9), Pg. 55, 1979.
mouse	LD50	intraperitoneal	599mg/kg (599mg/kg)		Journal of Dental Research. Vol. 51, Pg. 526, 1972.
mouse	LD50	oral	1799mg/kg (1799mg/kg)		Toxicology Letters. Vol. 11, Pg. 125, 1982.
mouse	LD50	skin	2997mg/kg (2997mg/kg)		National Technical Information Service. Vol. OTS0520999,
rabbit	LCLo	inhalation	1204ppm/7H (1204ppm)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" BEHAVIORAL: ATAXIA	Journal of Industrial Hygiene and Toxicology. Vol. 31, Pg. 317, 1949.
rabbit	LD50	oral	370mg/kg (370mg/kg)	GASTROINTESTINAL: ALTERATION IN GASTRIC SECRETION	National Technical Information Service. Vol. OTS0521003,
rabbit	LD50	skin	500uL/kg (0.5mL/kg)	LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA LIVER: OTHER CHANGES SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"	National Technical Information Service. Vol. OTS0520180,
rat	LC50	inhalation	1414ppm/4H (1414ppm)	SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS LUNGS, THORAX, OR RESPIRATION: DYSPNEA	National Technical Information Service. Vol. OTS0520180,
rat	LD50	intraperitoneal	450mg/kg (450mg/kg)		Archives des Maladies Professionnelles de Medecine du Travail et de Securite Sociale. Vol. 36, Pg. 58, 1975.
rat	LD50	oral	800mg/kg (800mg/kg)		Bromatologia i Chemia Toksykologiczna. Vol. 12, Pg. 405, 1979.
rat	LDLo	skin	1800mg/kg (1800mg/kg)		Polish Journal of Pharmacology and Pharmacy. Vol. 32, Pg. 223, 1980.

Product Name

Ethyl acrylate

Synthetic route

Ethyl acrylate Consensus Reports

Ethyl acrylate Standards and Recommendations

Ethyl acrylate Analytical Methods

Ethyl acrylate Specification

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