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105-56-6

Basic Information
CAS No.: 105-56-6
Name: Ethyl cyanoacetate
Molecular Structure:
Molecular Structure of 105-56-6 (Ethyl cyanoacetate)
Formula: C5H7NO2
Molecular Weight: 113.12
Synonyms: Ethyl cyanoacetate [UN2666] [Keep away from food];Ethylester kyseliny kyanoctove [Czech];Cyanoacetic ester;Cyanoacetic acid, ethyl ester;Stearate Methyl;Cyanoacetic acid ethyl ester;Cyanacetate ethyle [German];Usaf kf-25;Malonic acid ethyl ester nitrile;Malonic acid, ethyl ester nitrile;Ethyl cyanacetate;Estere cianoacetico [Italian];ethyl 2-cyanoacetate;Ethyl cyanoethanoate;Acetic acid, cyano-, ethyl ester;Cyanacetate ethyle;
EINECS: 203-309-0
Density: 1.047 g/cm3
Melting Point: -22 °C
Boiling Point: 203.6 °C at 760 mmHg
Flash Point: 84.1 °C
Solubility: 20 g/L (20 °C) in water
Appearance: Clear to very yellow liquid
Hazard Symbols: HarmfulXn,IrritantXi
Risk Codes: 20/21/22-36/38
Safety: 36/37/39-26
Transport Information: UN 3276
PSA: 50.09000
LogP: 0.46318
Synthetic route
2141-62-0

3-(ethoxy)propionitrile

105-56-6

ethyl 2-cyanoacetate

Conditions
ConditionsYield
With N-hydroxyphthalimide; cobalt(II) acetate In acetonitrile at 190℃; under 6750.68 Torr; for 7h;

sodium 3-ethoxy-3-oxoprop-1-en-1-olate

105-56-6

ethyl 2-cyanoacetate

Conditions
ConditionsYield
With hydroxylamine hydrochloride In ethanol at 90℃; for 4h; pH=2; pH-value; Reagent/catalyst; Solvent; Temperature; Inert atmosphere;81%
64-17-5

ethanol

372-09-8

cyanoacetic acid

105-56-6

ethyl 2-cyanoacetate

Conditions
ConditionsYield
With sulfuric acid In dichloromethane for 18h; Heating;95%
With sulfuric acid In dichloromethane for 18h; Reflux; Dean-Stark;95%
With sulfuric acid; sulfur trioxide at 20 - 70℃; for 4h; Temperature; Reflux;93.6%
74-90-8

hydrogen cyanide

105-39-5

chloroacetic acid ethyl ester

105-56-6

ethyl 2-cyanoacetate

Conditions
ConditionsYield
With triethylamine at 15℃; for 4.83333h; Concentration; Reagent/catalyst; Solvent; Temperature; Time;94.2%
773837-37-9

sodium cyanide

105-39-5

chloroacetic acid ethyl ester

A

10359-15-6

diethyl 2-cyanosuccinate

B

20822-61-1

triethyl 2-cyano-1,2,3-propanetricarboxylate

C

105-56-6

ethyl 2-cyanoacetate

Conditions
ConditionsYield
With tetrabutylammomium bromide In dichloromethane; water at 20℃; for 4h;A 10.4%
B 5.4%
C 44%
64-17-5

ethanol

107-91-5

cyanoacetic acid amide

105-56-6

ethyl 2-cyanoacetate

Conditions
ConditionsYield
With sulfuric acid for 3h; Time; Reflux;97%
With sulfuric acid for 3h; Reflux;97%
773837-37-9

sodium cyanide

74-90-8

hydrogen cyanide

105-39-5

chloroacetic acid ethyl ester

105-56-6

ethyl 2-cyanoacetate

Conditions
ConditionsYield
With tetrabutylammomium bromide In water; acetonitrile at 55℃; for 2h; Product distribution / selectivity;93.2%
64-17-5

ethanol

372-09-8

cyanoacetic acid

A

105-56-6

ethyl 2-cyanoacetate

B

105-53-3

diethyl malonate

Conditions
ConditionsYield
With sulfuric acid In hexane; ethyl acetate at 30 - 62℃; for 5h; Temperature; Solvent; Dean-Stark;A 105.2 g
B 1.8 g
21860-86-6

aspartic acid 4-ethyl ester

105-56-6

ethyl 2-cyanoacetate

Conditions
ConditionsYield
With trichloroisocyanuric acid; sodium hydroxide In water at 20℃; for 6h; Temperature;85%
75-05-8

acetonitrile

105-56-6

ethyl 2-cyanoacetate

Conditions
ConditionsYield
With sodium ethanolate; sodium amide; Diethyl carbonate at 140 - 160℃;
With sodium ethanolate; sodium amide; Diethyl carbonate at 140 - 160℃;
With sodium ethanolate; sodium amide; Diethyl carbonate at 140 - 160℃;
74-96-4

ethyl bromide

372-09-8

cyanoacetic acid

105-56-6

ethyl 2-cyanoacetate

Conditions
ConditionsYield
With sodium hydroxide; tetrabutylammomium bromide In water; chlorobenzene
75-03-6

ethyl iodide

372-09-8

cyanoacetic acid

105-56-6

ethyl 2-cyanoacetate

Conditions
ConditionsYield
With caesium carbonate In acetonitrile for 1.5h; Heating;98%
With cesium fluoride In N,N-dimethyl-formamide at 10 - 15℃; for 3h;79 % Chromat.
64-17-5

ethanol

109-77-3

malononitrile

A

105-56-6

ethyl 2-cyanoacetate

B

105-53-3

diethyl malonate

Conditions
ConditionsYield
With boron trifluoride diethyl etherate for 24h; Heating;A 90%
B 4%
With sulfuric acid at 130 - 135℃;
78514-93-9

C11H16N4O2S

A

99496-77-2

1-isopropenyl-3-methylthio-1H-1,2,4-triazole

B

105-56-6

ethyl 2-cyanoacetate

Conditions
ConditionsYield
In acetic acid at 70℃; for 2h;A 66%
B n/a
205651-05-4

ethyl pentacyanocyclopropanecarboxylate

105-56-6

ethyl 2-cyanoacetate

Conditions
ConditionsYield
With N,N-Dimethylaniline hydroiodide In ethyl acetate at 50℃; for 0.0833333h; Decomposition;
151-50-8

potassium cyanide

105-39-5

chloroacetic acid ethyl ester

A

105-56-6

ethyl 2-cyanoacetate

B

105-34-0

methyl 2-cyanoacetate

Conditions
ConditionsYield
With methanol
75-05-8

acetonitrile

105-58-8

Diethyl carbonate

105-56-6

ethyl 2-cyanoacetate

Conditions
ConditionsYield
With diethyl ether; sodium amide
122604-89-1

benzaldehyde 2-cyano-2-ethoxycarbonylvinylamino(dimethylamino)methylenehydrazone

A

2025-40-3

ethyl benzylidenecyanoacetate

B

122604-96-0

α,α-bis(3-dimethylamino-1,2,4-triazol-1-yl)toluene

C

105-56-6

ethyl 2-cyanoacetate

Conditions
ConditionsYield
With acetic acid at 80℃; for 0.0833333h; Yield given;A n/a
B 30%
C n/a
With acetic acid at 80℃; for 0.0833333h; Yields of byproduct given;A n/a
B 30%
C n/a
68897-45-0

N,N,N',N',N'',N''-Hexamethylguanidiniumcyanid

105-36-2

ethyl bromoacetate

A

6926-43-8

1,1,2,2,3,3-Hexamethylguanidiniumbromid

B

105-56-6

ethyl 2-cyanoacetate

Conditions
ConditionsYield
In dichloromethane at 20℃; for 2h;A n/a
B 53%
64-17-5

ethanol

109-77-3

malononitrile

105-56-6

ethyl 2-cyanoacetate

Conditions
ConditionsYield
With iron(III) chloride for 1h; Heating;76%
623-47-2

propynoic acid ethyl ester

A

116270-19-0

ethyl (Z)-3-azido-2-propenoate

B

116270-20-3

E-ethyl 3-azidoacrylate

C

105-56-6

ethyl 2-cyanoacetate

D

116270-21-4

ethyl (Z)-3-(4-ethoxycarbonyl-1H-1,2,3-triazol-1-yl)propenoate

Conditions
ConditionsYield
With borax; potassium dihydrogenphosphate; sodium azide In water at 50℃; for 0.5h; ultrasound irradiation; Yield given. Yields of byproduct given;
7357-70-2

Cyanothioacetamide

431-35-6

3-bromo-1,1,1-trifluoroacetone

64-17-5

ethanol

A

329978-21-4

2-[4-(trifluoromethyl)thiazol-2-yl]acetonitrile

B

105-56-6

ethyl 2-cyanoacetate

Conditions
ConditionsYield
for 18h; Heating / reflux;
138614-14-9

mer-hydrido[[(ethoxycarbonyl)methyl]cyano](ethyl cyanoacetate)tris(triphenylphosphine)ruthenium(II)

1663-45-2

1,2-bis-(diphenylphosphino)ethane

RuH((C6H5)2PCH2CH2P(C6H5)2)2(NCCHCOOC2H5)*0.5C6H6

B

105-56-6

ethyl 2-cyanoacetate

Conditions
ConditionsYield
In benzene-d6 room temp., 3 h; NMR monitoring;A 82%
B 60%
1722-12-9

2-chloropyrimidine

54535-14-7

ethyl 5-oxo-2,5-dihydroisoxazole-4-carboxylate

A

100422-78-4

ethyl 5-oxo-2-(pyrimidin-2-yl)-2,5-dihydroisoxazole-4-carboxylate

B

105-56-6

ethyl 2-cyanoacetate

Conditions
ConditionsYield
at 130℃; for 0.25h; Yields of byproduct given;A 62%
B n/a
174902-47-7

Ethyl 2-acetyl-5-oxo-2,5-dihydroisoxazole-4-carboxylate

A

76284-27-0

ethyl 2-methyloxazole-4-carboxylate

B

105-56-6

ethyl 2-cyanoacetate

Conditions
ConditionsYield
at 540℃; under 0.05 Torr; for 1h;A 10%
B 90%
1262279-87-7

C15H13N3O2

A

2700-22-3

Benzylidenemalononitrile

B

105-56-6

ethyl 2-cyanoacetate

Conditions
ConditionsYield
With palladium 10% on activated carbon In methanol retro-Michael reaction;
151-50-8

potassium cyanide

105-39-5

chloroacetic acid ethyl ester

105-56-6

ethyl 2-cyanoacetate

135885-92-6

3-(4-Bromo-benzoyl)-4-(4-bromo-phenyl)-1-cyano-4-hydroxy-2,6-diphenyl-cyclohexanecarboxylic acid ethyl ester

A

72758-69-1, 2403-27-2, 22966-23-0

(E)-1-(4-bromophenyl)-3-phenylprop-2-en-1-one

B

105-56-6

ethyl 2-cyanoacetate

Conditions
ConditionsYield
With sodium ethanolate In ethanol Heating;A 86%
B n/a
With sodium ethanolate In ethanol at 50℃; Kinetics; Further Variations:; Temperatures;
83624-73-1

3-Benzoyl-2,6-bis-(4-chloro-phenyl)-1-cyano-4-hydroxy-4-phenyl-cyclohexanecarboxylic acid ethyl ester

B

105-56-6

ethyl 2-cyanoacetate

Conditions
ConditionsYield
With sodium ethanolate In ethanol Heating;A 87%
B n/a
With sodium ethanolate In ethanol at 50℃; Kinetics; Further Variations:; Temperatures;
135885-91-5

3-Benzoyl-2,6-bis-(4-bromo-phenyl)-1-cyano-4-hydroxy-4-phenyl-cyclohexanecarboxylic acid ethyl ester

A

22966-09-2

(2E)-3-(4-bromophenyl)-1-phenylprop-2-en-1-one

B

105-56-6

ethyl 2-cyanoacetate

Conditions
ConditionsYield
With sodium ethanolate In ethanol Heating;A 85%
B n/a
With sodium ethanolate In ethanol at 50℃; Kinetics; Further Variations:; Temperatures;
110-91-8

morpholine

105-56-6

ethyl 2-cyanoacetate

15029-32-0

4-cyanoacetylmorpholine

Conditions
ConditionsYield
In neat (no solvent) at 20℃; Inert atmosphere;100%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In 2-methyltetrahydrofuran at 40℃; for 4h;87%
at 130℃; for 4h;75%
98-01-1

furfural

105-56-6

ethyl 2-cyanoacetate

67449-75-6, 23973-22-0

ethyl (E)-2-cyano-3-(2-furyl)-2-propenoate

Conditions
ConditionsYield
With L-proline for 0.0333333h; Knoevenagel condensation; microwave irradiation;100%
ytterbium(III) perfluorooctanesulfonate In toluene at 80℃; for 3h; Knoevenagel condensation;99%
With polyacrylonitrile fiber modified with triethylenetetramine In water at 50℃; for 1.5h; Knoevenagel condensation;99%
3612-20-2

1-phenylmethyl-4-piperidone

105-56-6

ethyl 2-cyanoacetate

1463-52-1

ethyl 2-(1-benzylpiperidin-4-ylidene)-2-cyanoacetate

Conditions
ConditionsYield
With acetic acid In toluene at 20℃; for 4h; Heating / reflux;100%
With ammonium acetate; acetic acid; benzene Abtrennen des entstehenden H2O;
With triethylamine In dichloromethane at 20℃;
108-94-1

cyclohexanone

105-56-6

ethyl 2-cyanoacetate

6802-76-2

ethyl 2-cyano-2-cyclohexylideneacetate

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane In neat liquid at 20℃; for 0.133333h; Knoevenagel Condensation; Green chemistry;100%
With third generation polystyrene supported poly(amidoamine) dendrimer In ethanol at 50℃; for 0.333333h; Knoevenagel condensation;98%
With ammonium acetate; acetic acid In toluene Knoevenagel Condensation; Reflux;97%
89-98-5

2-chloro-benzaldehyde

105-56-6

ethyl 2-cyanoacetate

24393-43-9

(E)-ethyl 3-(2-chlorophenyl)-2-cyanoacrylate

Conditions
ConditionsYield
With IRA-96 anion-exchange resin In ethanol at 25 - 30℃; for 1h; Reagent/catalyst; Knoevenagel Condensation; Sonication; Green chemistry; stereoselective reaction;100%
With polyacrylonitrile fiber functionalized with N,N-dimethyl-1,3-propanediamine In ethanol for 1.5h; Knoevenagel condensation; Reflux;99%
With polystyrene-supported DABCO In methanol at 45℃; for 1.5h; Knoevenagel Condensation; Green chemistry; stereoselective reaction;99%
99-61-6

3-nitro-benzaldehyde

105-56-6

ethyl 2-cyanoacetate

18925-00-3, 14394-75-3

(E)-2-cyano-3-(3-nitrophenyl)-2-propenoic acid ethyl ester

Conditions
ConditionsYield
With L-proline for 0.1h; Knoevenagel condensation; microwave irradiation;100%
With third generation polystyrene supported poly(amidoamine) dendrimer In ethanol at 50℃; for 0.333333h; Knoevenagel condensation;100%
With polyacrylonitrile fiber functionalized with N,N-dimethyl-1,3-propanediamine In ethanol for 1.5h; Knoevenagel condensation; Reflux;99%
100-52-7

benzaldehyde

105-56-6

ethyl 2-cyanoacetate

2169-69-9

ethyl (E)-2-cyano-3-phenyl-2-propenoate

Conditions
ConditionsYield
With tetramethyl ammoniumhydroxide at 60℃; for 0.5h; Condensation; Knoevenagel condensation;100%
With L-proline for 0.0833333h; Knoevenagel condensation; microwave irradiation;100%
ytterbium(III) perfluorooctanesulfonate In toluene at 80℃; for 8h; Knoevenagel condensation;100%
100-52-7

benzaldehyde

105-56-6

ethyl 2-cyanoacetate

2025-40-3

ethyl benzylidenecyanoacetate

Conditions
ConditionsYield
With polymer supported poly(propylene imine)dendrimer In ethanol at 20℃; for 0.0833333h; Knoevenagel Condensation; Green chemistry;100%
With N,N-dimethyl-cyclohexanamine In water at 20℃; Knoevenagel Condensation;100%
With mesoporous hybrid catalyst HYB-75P-25B In ethanol at 59.84℃; for 3.5h; Knoevenagel condensation; Inert atmosphere;99%
123-08-0

4-hydroxy-benzaldehyde

105-56-6

ethyl 2-cyanoacetate

6935-44-0, 42205-38-9

ethyl (E)-2-cyano-3-(4-hydroxyphenyl)-2-propenoate

Conditions
ConditionsYield
With third generation polystyrene supported poly(amidoamine) dendrimer In ethanol at 50℃; for 0.25h; Knoevenagel condensation;100%
Ru(+)Cp(NCCHCO2Et)(-)*(PPh3)2 In tetrahydrofuran at 25℃; for 5h; Condensation; Aldol reaction;99%
With polyacrylonitrile fiber functionalized with N,N-dimethyl-1,3-propanediamine In ethanol for 1.5h; Knoevenagel condensation; Reflux;99%
123-11-5

4-methoxy-benzaldehyde

105-56-6

ethyl 2-cyanoacetate

2017-87-0

ethyl (2E)-2-cyano-3-(4-methoxyphenyl)acrylate

Conditions
ConditionsYield
With diazabicyclo[5.4.0]undec-7-ene-water complex at 20℃; for 0.833333h; Knoevenagel condensation;100%
With ethylenediamine-modified poly(vinyl chloride) at 20℃; for 0.0666667h; Solvent; Knoevenagel Condensation; Green chemistry;100%
With third generation polystyrene supported poly(amidoamine) dendrimer In ethanol at 50℃; for 0.25h; Knoevenagel condensation;99%
123-11-5

4-methoxy-benzaldehyde

105-56-6

ethyl 2-cyanoacetate

2286-29-5

ethyl 2-cyano-3-(4-methoxyphenyl)prop-2-enoate

Conditions
ConditionsYield
With polymer supported poly(propylene imine)dendrimer In ethanol at 20℃; for 0.0833333h; Knoevenagel Condensation; Green chemistry;100%
In N,N-dimethyl-formamide for 0.166667h; Knoevenagel Condensation;99.4%
With N-aminoethylpiperazine functionalized C60 fullerene In ethanol at 60℃; for 1h; Knoevenagel Condensation;99%
121-33-5

vanillin

105-56-6

ethyl 2-cyanoacetate

132464-93-8, 13373-29-0

2-cyano-3-(4-hydroxy-3-methoxyphenyl)acrylic acid ethyl ester

Conditions
ConditionsYield
With polymer supported poly(propylene imine)dendrimer In ethanol at 20℃; for 0.166667h; Knoevenagel Condensation; Green chemistry;100%
With ammonium sulphamate for 0.00416667h; Knoevenagel condensation; Microwave irradiation; neat (no solvent);96%
aluminum oxide In ethanol for 1.66667h; Heating;95%
120-14-9

3,4-dimethoxy-benzaldehyde

105-56-6

ethyl 2-cyanoacetate

2286-55-7

ethyl α-cyano-β-(3,4-dimethoxyphenyl)acrylate

Conditions
ConditionsYield
With piperidine; acetic acid In benzene at 120 - 130℃; for 12h; Heating / reflux;100%
With polymer supported poly(propylene imine)dendrimer In ethanol at 20℃; for 0.166667h; Knoevenagel Condensation; Green chemistry;99%
With ammonium sulphamate for 0.00416667h; Knoevenagel condensation; Microwave irradiation; neat (no solvent);97%
78-94-4

methyl vinyl ketone

105-56-6

ethyl 2-cyanoacetate

2-cyano-5-oxo-2-(3-oxobutyl)hexanoic acid ethyl ester

Conditions
ConditionsYield
With triphenylphosphine In acetonitrile at 23℃; for 0.133333h;100%
With N-ethyl-N,N-diisopropylamine; 2,6-(NMe2)2PhPd(1+)*BF4(1-) In dichloromethane at 20℃; Product distribution; Kinetics; Further Variations:; Catalysts; double Michael reaction;100%
With [2,6-bis(4',4'-dimethyl-2'-oxazolinyl)phenyl](acetonitrile)nickel(II) tetrafluoroborate; N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; for 1h; Michael addition;100%
120-92-3

cyclopentanone

105-56-6

ethyl 2-cyanoacetate

5407-83-0

ethyl 2-cyano-2-cyclopentylideneacetate

Conditions
ConditionsYield
piperidine at 23℃; under 750.06 Torr; for 2h; Knoevenagel condensation;100%
With morpholine; bis(acetylacetonate)oxovanadium at 40℃; for 1h; Reagent/catalyst; Temperature; Time; Knoevenagel Condensation;99%
With ammonium acetate; acetic acid In toluene Knoevenagel Condensation; Reflux;93%
105-56-6

ethyl 2-cyanoacetate

135-02-4

ortho-anisaldehyde

14533-89-2

(E)-2-cyano-3-(2-methoxyphenyl)-2-propenoic acid ethyl ester

Conditions
ConditionsYield
With L-proline for 0.0666667h; Knoevenagel condensation; microwave irradiation;100%
With polyacrylonitrile fiber modified with triethylenetetramine In water at 50℃; for 1.5h; Knoevenagel condensation;99%
calcined Mg-Al-layered double hydroxide-supported iPr2-amide In N,N-dimethyl-formamide at 20℃; for 0.25h; Knoevenagel condensation;98%
105-56-6

ethyl 2-cyanoacetate

100-10-7

4-dimethylamino-benzaldehyde

1886-52-8, 74897-86-2, 14394-77-5

ethyl (E)-2-cyano-3-[4-(dimethylamino)phenyl]prop-2-enoate

Conditions
ConditionsYield
With third generation polystyrene supported poly(amidoamine) dendrimer In ethanol at 50℃; for 0.25h; Knoevenagel condensation;100%
With diazabicyclo[5.4.0]undec-7-ene-water complex at 20℃; for 1h; Knoevenagel condensation;100%
With polyacrylonitrile fiber functionalized with N,N-dimethyl-1,3-propanediamine In ethanol for 1.5h; Knoevenagel condensation; Reflux;99%
105-56-6

ethyl 2-cyanoacetate

107-91-5

cyanoacetic acid amide

Conditions
ConditionsYield
With ammonia100%
With ammonia In tetrahydrofuran; water at 20℃; for 2h;93%
With ammonium hydroxide In tetrahydrofuran at 20℃; for 24h;91%
104-87-0

4-methyl-benzaldehyde

105-56-6

ethyl 2-cyanoacetate

2017-88-1

ethyl (E)-2-cyano-3-p-tolylacrylate

Conditions
ConditionsYield
With L-proline for 0.0833333h; Knoevenagel condensation; microwave irradiation;100%
With 1,4-diaza-bicyclo[2.2.2]octane In neat liquid at 20℃; for 0.0166667h; Knoevenagel Condensation; Green chemistry;100%
With ASCPEI In ethanol at 43℃; for 3h; Knoevenagel condensation;99%
121-33-5

vanillin

105-56-6

ethyl 2-cyanoacetate

132464-93-8

ethyl (E)-2-cyano-3-(3-methoxy 4-hydroxyphenyl)-2-propenoate

Conditions
ConditionsYield
With third generation polystyrene supported poly(amidoamine) dendrimer In ethanol at 50℃; for 0.333333h; Knoevenagel condensation;100%
With aluminum oxide; potassium oxide at 23℃; for 3h; Knoevenagel condensation;97%
With dimethyl 3-methyl-9-oxo-7-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)-2,4-di(pyridin-2-yl)-3,7-diazabicyclo-[3.3.1]nonane-1,5-dicarboxylate In water at 40℃; for 2h; Knoevenagel Condensation;96%
120-14-9

3,4-dimethoxy-benzaldehyde

105-56-6

ethyl 2-cyanoacetate

24393-47-3

ethyl (E)-2-cyano-3-(3,4-dimethoxyphenyl)-2-propenoate

Conditions
ConditionsYield
With third generation polystyrene supported poly(amidoamine) dendrimer In ethanol at 50℃; for 0.333333h; Knoevenagel condensation;100%
With ASCPEI In ethanol at 43℃; for 2h; Knoevenagel condensation;98%
With ammonium acetate for 0.25h; Knoevenagel condensation; microwave irradiation;94%
75-31-0

isopropylamine

105-56-6

ethyl 2-cyanoacetate

52573-74-7

2-cyano-N-isopropylacetamide

Conditions
ConditionsYield
for 18h;100%
With sodium hydroxide
14371-10-9

(E)-3-phenylpropenal

105-56-6

ethyl 2-cyanoacetate

41109-95-9

(2E,4E)-2-cyano-5-phenyl-2,4-pentadienoic acid ethyl ester

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane In neat liquid at 20℃; for 0.25h; Knoevenagel Condensation; Green chemistry;100%
With zinc(II) chloride at 100℃; for 1.5h;92%
With 1-methyl-piperazine at 25 - 30℃; for 0.166667h; Knoevenagel condensation;91%
105-56-6

ethyl 2-cyanoacetate

765-30-0

Cyclopropylamine

15029-37-5

2-cyano-N-cyclopropylacetamide

Conditions
ConditionsYield
at 45℃; for 1.5h;100%
at 38℃; for 2.33333h;91%
In ethanol at 20℃;82%
459-57-4

4-fluorobenzaldehyde

105-56-6

ethyl 2-cyanoacetate

18861-57-9, 50737-52-5

ethyl (E)-2-cyano-3-(4-fluorophenyl)-2-propenoate

Conditions
ConditionsYield
With 1-(3-silica-supported propyl)-3-[(3-{[1-(3-silica-supported propyl)-4,5-dihydro-1H-imidazol-3-ium-3-yl]methyl}-2,4,6-trimethylphenyl)methyl]-4,5-dihydro-1H-imidazol-3-ium chloride at 130℃; for 2h; Knoevenagel condensation;100%
With polyacrylonitrile fiber functionalized with N,N-dimethyl-1,3-propanediamine In ethanol for 1.5h; Knoevenagel condensation; Reflux;99%
With N-(propylcarbamoyl)sulfamic acid bonded on silica at 100℃; for 0.25h;97%
104-88-1

4-chlorobenzaldehyde

105-56-6

ethyl 2-cyanoacetate

2169-68-8

ethyl (E)-3-(4-chlorophenyl)-2-cyanoacrylate

Conditions
ConditionsYield
With L-proline for 0.0333333h; Knoevenagel condensation; microwave irradiation;100%
With IRA-96 anion-exchange resin In ethanol at 25 - 30℃; for 1h; Reagent/catalyst; Knoevenagel Condensation; Sonication; Green chemistry; stereoselective reaction;100%
With ammonium acetate; acetic acid for 0.0111111h; Knoevenagel condensation; Irradiation;99%
551-93-9

2-aminoacetophenone

105-56-6

ethyl 2-cyanoacetate

28448-12-6

1,2-dihydro-2-oxo-4-methylquinoline-3-carbonitrile

Conditions
ConditionsYield
With ammonium acetate for 1h; Heating;100%
cerium(III) chloride for 0.1h; microwave irradiation;86%
With ammonium acetate at 220℃; for 0.25h;78%
555-16-8

4-nitrobenzaldehdye

105-56-6

ethyl 2-cyanoacetate

2017-89-2

(E)-ethyl 2-cyano-3-(4-nitrophenyl)acrylate

Conditions
ConditionsYield
With L-proline for 0.1h; Knoevenagel condensation; microwave irradiation;100%
With third generation polystyrene supported poly(amidoamine) dendrimer In ethanol at 50℃; for 0.333333h; Knoevenagel condensation;100%
With 1,4-diaza-bicyclo[2.2.2]octane In neat liquid at 20℃; for 0.0333333h; Knoevenagel Condensation; Green chemistry;100%
555-16-8

4-nitrobenzaldehdye

105-56-6

ethyl 2-cyanoacetate

96238-12-9

ethyl (Z)-2-cyano-3-(4-nitrophenyl)propenoate

Conditions
ConditionsYield
hydrotalcite structure integrating fluoride ions In acetonitrile at 60℃; for 1.5h; Conversion of starting material; Knoevenagel Condensation;100%
With PEG-600 at 20℃; for 0.25h; Knoevenagel condensation;95%
With lipase lipoprotein from Aspergillus niger In dimethyl sulfoxide at 35℃; for 48h; Knoevenagel Condensation; Green chemistry; Enzymatic reaction;94%
86-81-7

3,4,5-trimethoxy-benzaldehyde

105-56-6

ethyl 2-cyanoacetate

2601-03-8

2-cyano-3-(3,4,5-trimethoxyphenyl)acrylic acid ethyl ester

Conditions
ConditionsYield
With ytterbium(III) triflate at 80 - 85℃; Knoevenagel condensation; neat (no solvent);100%
With recovered palladium catalyst In ethanol at 20℃; for 18h; Knoevenagel Condensation; Green chemistry;97%
With montmorillonitesilylpropylidenediamine In toluene Ambient temperature;96%
With piperidine In ethanol at 20℃;
In ethanol at 20℃; Knoevenagel Condensation; Sonication;
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  • Ethyl Cyanoacetate

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    105-56-6

    Ethyl Cyanoacetate

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    105-56-6

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    105-56-6

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    Welcome to Simagchem, your partner in China as a premier supply of bulk specialty chemicals for industry and life science. We introduce experienced quality product and exceptional JIT service with instant market intelligence in China to benefit our

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  • Ethyl cyanoacetate

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    105-56-6

    Ethyl cyanoacetate

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  • Good quality Ethyl cyanoacetate//105-56-6

  • Casno:

    105-56-6

    Good quality Ethyl cyanoacetate//105-56-6

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  • Ethyl cyanoacetate

  • Casno:

    105-56-6

    Ethyl cyanoacetate

    Min.Order: 1 Metric Ton

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    This product is an intermediate of fine chemical products such as medicines and dyes, and is used to synthesize esters, amides, acids and nitriles. Appearance:colorless transparent liquid Storage:Store in a cool, dry, well ventilated warehouse. Pac

    Founded in 2008, East Chemsources Limited is a professional manufacturer of supplier in food and beverage, pharmaceuticals, cosmetics and other industries. pharmaceutical field in

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    Address:No.1581-12,Jinshui Road, Licang, Qingdao,China

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  • Ethyl cyanoacetate

  • Casno:

    105-56-6

    Ethyl cyanoacetate

    Min.Order: 0 Metric Ton

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    Trade Name: Ethyl cyanoacetate Molecular formula: C4H10O2 CAS No 105-56-6 Appearance:Colorless transparent liquid Storage:Keep in a cool, dry, dark location in a tightly sealed container or cylinder Port:shanghai,ningbo,tianjin,qingdao

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  • Casno:

    105-56-6

    Amadis Chemical offer CAS#105-56-6;CAT#A801268

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    Address:Watts Cosine.No.166.Xiangmao Road.

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  • Cyanoacetic acid ethyl ester

  • Casno:

    105-56-6

    Cyanoacetic acid ethyl ester

    Min.Order: 0

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    Chemwill Asia co.,Ltd is one of the leading manufacturer in CHINA.Our main production base is located in Xuzhou industry park. We produce a wide range of organics including Active pharmaceutical ingredients(APIs), Veterinary, Indole derivatives, Aro

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    Tel:021-51086038

    Address:High-Tech Industrial park,Chemical Economical Development Zone,Xuzhou, Jiangsu-Province, P.R.China

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  • Ethyl cyanoacetate

  • Casno:

    105-56-6

    Ethyl cyanoacetate

    Min.Order: 1 Kilogram

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    Cangzhou Enke Pharma Tech Co.,ltd. is located in Cangzhou City, Hebei province ,where is a famous petroleum chemical industry city in China. Enke Pharma a high-tech enterprise ,and we are dedicated to developing and manufacturing new api, intermedi

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    Tel:0086-317-5105699

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  • Ethyl cyanoacetate

  • Casno:

    105-56-6

    Ethyl cyanoacetate

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    ISO 9001 Certified We implement ISO management throughout our day to day operation. Since we started ISO system in Year 2008, we improve each year to implement the management system in details of each supplying process. This helps us to provi

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  • Ethyl cyanoacetate

  • Casno:

    105-56-6

    Ethyl cyanoacetate

    Min.Order: 5 Metric Ton

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    Ethyl cyanoacetate Basic information Product Name: Ethyl cyanoacetate Synonyms: 2-cyano-aceticacidethylester;Acetic acid,2-cyano-, ethyl ester;Aceticacid,cyano-,ethylester;Cyanacetate ethyle;cyanacetateethyle;Cyanessig

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    Tel:86-371-86181678

    Address:No. 260, Dongming Road,Jinshui District

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  • 105-56-6 	Ethyl cyanoacetate

  • Casno:

    105-56-6

    105-56-6 Ethyl cyanoacetate

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    Our company engages in Electronic chemicals such as OLED,Photoresist chemical,Electrolyte additive and Intermediate Pharmaceutical production; development of noble metal catalysts,

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     China (Mainland)  |  Contact Details

    Business Type:Lab/Research institutions

    Tel:86-371-55170693/55170694

    Address:Zhengzhou International Trade New Territory,Jinshui District,Zhengzhou ,China

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  • Ethyl cyanoacetate

  • Casno:

    105-56-6

    Ethyl cyanoacetate

    Min.Order: 1 Kilogram

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    Product Description Product name Ethyl cyanoacetate CAS 105-56-6 Assay 99% Appearance Colorless liquid

    Jinan Finer Chemical Co., Ltd is established under the support of Jinan city government, so it has many advantages in company credibility, finance safe, product quality control and

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    Address:New Material Industry Park, Jinan Ciyt, China

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  • Ethyl cyanoacetate Manufacturer/High quality/Best price/In stock

  • Casno:

    105-56-6

    MSDS/COA Download

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    Business Type:Trading Company

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  • Monad Medicine 99% Purity CAS#105-56-6 Ethyl cyanoacetate

  • Casno:

    105-56-6

    MSDS/COA Download

    Monad Medicine 99% Purity CAS#105-56-6 Ethyl cyanoacetate

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    Name: 2-phenoxyethanol Appearance: Liquid CAS Number: 105-56-6 Package: According to the customer's request Export Port: Wuhan, Shanghai, Shenzhen, Guangzhou, etc, Purity: 99% min Storage condition: Refrigerator store

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  • Ethyl cyanoacetate CAS NO.105-56-6

  • Casno:

    105-56-6

    Ethyl cyanoacetate CAS NO.105-56-6

    Min.Order: 10 Gram

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    Address:Room 302, 47 Changping Street, Chaoyang District, Changchun, Jilin Province,China

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  • Ethyl cyanoacetate CAS NO.: 105-56-6

  • Casno:

    105-56-6

    Ethyl cyanoacetate CAS NO.: 105-56-6

    Min.Order: 1 Metric Ton

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  • Ethyl cyanoacetate.

  • Casno:

    105-56-6

    Ethyl cyanoacetate.

    Min.Order: 1 Gram

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    Henan Coreychem co., LTD focus on high complex new type intermediates and fine chemical custom synthesis,scale-up production and rare chemicals trade.Product category including Intermediates&API,Catalyst and Electronic Chemicals.Covering 811 sq

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  • Casno:

    105-56-6

    ISO 9001 National Research Platform CAS No. 105-56-6

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    1. Subsidiary of Institute of Chemistry, Henan Academy of Sciences, national research platform;2. About 30 years’ experience in this field since 1983;3. An experienced R&D team consisting of Doctors and Masters;4. Various types of analytical instrume

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    Tel:+86-371-65511936

    Address:NO.56,Hongzhuan Road

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  • Ethyl cyanoacetate

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    105-56-6

    Ethyl cyanoacetate

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    105-56-6

    Ethyl cyanoacetate

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    J&H Chemical is one of China's leading providers of integrated fine chemical services including offering, research and development, Custom manufacturing business, as well as other

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    Business Type:Lab/Research institutions

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    Address:No.200 Zhenhua Rd.Xihu Industrial Park, Hangzhou 310030, China

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  • Casno:

    105-56-6

    Ethyl cyanoacetate

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    Address:95A, Xingyuan East Road, Zhangdian District

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    105-56-6

    High Quality Ethyl cyanoacetate

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    105-56-6

    Ethyl cyanoacetate

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    HangYu Chemical is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality pharmaceuticals, intermediates, special chemicals and OLED intermediates and other fine chemicals. HangYu Chemical consis

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    Business Type:Lab/Research institutions

    Tel:86-15988566987

    Address:Room1701, Tianxing Building,Licheng district, jinan, Shandong, China

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    105-56-6

    Ethyl cyanoacetate

    Min.Order: 1 Gram

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    Zhejiang J&C Biological Technology Co., Limited is specialized in the production of high complex new type intermediates and chemical custom synthesis, scale-up production and rare chemicals trade. Products category is including Intermediates &a

    ZHEJIANG BIOLOGY AND TECHNOLOGY CO., LTD. is a modern professional high-tech enterprise, which is specializing in generic APIs and pharmaceutical intermediates. especially in pepti

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    Business Type:Trading Company

    Tel:0570-4045877

    Address:46# zhongshan road, quzhou zhejiang

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    105-56-6

    Ethyl cyanoacetate

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    span lang="EN-US" style="font-size: 9.0pt;font-family:"Arial",sans-serif;color:#4D4D4D">As a leading manufacturer and supplier of chemicals in china, weckchem not only supply popular chemicals, but also weckchem’s r&d center off

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    Business Type:Other

    Tel:86-15158040660

    Address:Xiaoshan district

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    105-56-6

    High purity Ethylcyanoacetate

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    BaiFuChem is a Professional chemical raw material supplier in China, our main products include Biochemical , Pharma Intermediate and Organic chemical etc. BaiFuChem have wealth of products,experience , expertise and state-of-the-art

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    Business Type:Other

    Tel:+86 592 605 6448

    Address:No.31 Pingshan South Road, HaiCang District, Xiamen, China

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  • Casno:

    105-56-6

    Ethyl cyanoacetate

    Min.Order: 0

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  • ETHYL CYANOACETATE

  • Casno:

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Analytical Methods

  Ethyl cyanoacetate (CAS No.105-56-6) is both a nitrile and an ester.
  As esters , it can 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. Nitriles may polymerize in the presence of metals and some metal compounds. They are incompatible with acids; mixing nitriles with strong oxidizing acids can lead to extremely violent reactions.
  As nitriles Ethyl cyanoacetate (CAS No.105-56-6) is generally incompatible with other oxidizing agents such as peroxides and epoxides. The combination of bases and nitriles can produce hydrogen cyanide. Nitriles are hydrolyzed in both aqueous acid and base to give carboxylic acids (or salts of carboxylic acids). These reactions generate heat. Peroxides convert nitriles to amides. Nitriles can react vigorously with reducing agents. Acetonitrile and propionitrile are soluble in water, but nitriles higher than propionitrile have low aqueous solubility. They are also insoluble in aqueous acids.

Specification

The CAS registry number of Ethyl cyanoacetate is 105-56-6. Its EINECS registry number is 203-309-0. The IUPAC name is ethyl 2-cyanoacetate. In addition, the molecular formula is C5H7NO2 and the molecular weight is 113.11. What's more, it belongs to the classes of Pharmaceutical Intermediates; EQ - EZ Analytical Standards; Esters Analytical Standards; Nitriles; Volatiles/ Semivolatiles. It can be used as intermediates in the preparation of vitamin B6 and caffeine. Besides, it also can be used as raw materials for organic synthesis.

Physical properties about this chemical are: (1)ACD/LogP: 0.06; (2)ACD/BCF (pH 5.5): 1; (3)ACD/BCF (pH 7.4): 1; (4)ACD/KOC (pH 5.5): 1; (5)ACD/KOC (pH 7.4): 1; (6)#H bond acceptors: 3; (7)#Freely Rotating Bonds: 3; (8)Polar Surface Area: 50.09 Å2; (9)Index of Refraction: 1.412; (10)Molar Refractivity: 26.9 cm3; (11)Molar Volume: 107.9 cm3; (12)Polarizability: 10.66 ×10-24cm3; (13)Surface Tension: 35.8 dyne/cm; (14)Density: 1.047 g/cm3; (15)Flash Point: 84.1 °C; (16)Enthalpy of Vaporization: 43.99 kJ/mol; (17)Boiling Point: 203.6 °C at 760 mmHg; (18)Vapour Pressure: 0.275 mmHg at 25°C .

Preparation of Ethyl cyanoacetate: it can be prepared by ethyl chloroacetate and sodium cyanide. The ethyl chloroacetate can be obtained by chloroacetic acid and ethanol through esterification reaction. The equation is as follows:

Ethyl cyanoacetate can be prepared by ethyl chloroacetate and sodium cyanide

Uses of Ethyl cyanoacetate: it can react with 2-hydroxy-benzaldehyde to get 2-imino-2H-chromene-3-carboxylic acid ethyl ester. This reaction will need catalyst AlPO4-Al2O3. The reaction time is 1 hour with ambient temperature. The yield is about 58%.

Ethyl cyanoacetate can react with 2-hydroxy-benzaldehyde to get 2-imino-2H-chromene-3-carboxylic acid ethyl ester

When you are using this chemical, please be cautious about it as the following:
This chemical is harmful by inhalation, in contact with skin and if swallowed. It is irritating to eyes, respiratory system and skin. When you are using it, wear suitable protective clothing, gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: N#CCC(=O)OCC
(2)InChI: InChI=1/C5H7NO2/c1-2-8-5(7)3-4-6/h2-3H2,1H3
(3)InChIKey: ZIUSEGSNTOUIPT-UHFFFAOYAI

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
frog LDLo subcutaneous 4200mg/kg (4200mg/kg) PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE

BEHAVIORAL: TREMOR

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 5, Pg. 161, 1899.
guinea pig LD50 subcutaneous 1115mg/kg (1115mg/kg) BEHAVIORAL: TREMOR

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

GASTROINTESTINAL: NAUSEA OR VOMITING
Medicina del Lavoro. Industrial Medicine. Vol. 47, Pg. 192, 1956.
mouse LD50 intraperitoneal 500mg/kg (500mg/kg)   National Technical Information Service. Vol. AD277-689,
rabbit LDLo subcutaneous 1410mg/kg (1410mg/kg) PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 5, Pg. 161, 1899.
rat LDLo oral 400mg/kg (400mg/kg)   "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 921, 1986.