Product Name

  • Name

    Ethyl 2-cyanopropanoate

  • EINECS 216-393-9
  • CAS No. 1572-99-2
  • Article Data41
  • CAS DataBase
  • Density 1.019 g/cm3
  • Solubility
  • Melting Point
  • Formula C6H9NO2
  • Boiling Point 194.452 °C at 760 mmHg
  • Molecular Weight 127.143
  • Flash Point 78.871 °C
  • Transport Information
  • Appearance
  • Safety 23-36/37/39
  • Risk Codes 20/21/22-36/37/38
  • Molecular Structure Molecular Structure of 1572-99-2 (Ethyl 2-cyanopropanoate)
  • Hazard Symbols
  • Synonyms Propionicacid, 2-cyano-, ethyl ester (6CI,7CI,8CI);2-Cyanopropanoic acid ethyl ester;Ethyl 2-cyanopropanoate;Ethyl 2-cyanopropionate;Ethyl a-cyanopropionate;NSC 68508;
  • PSA 50.09000
  • LogP 0.70918

Synthetic route

α-picoline
109-06-8

α-picoline

Co2 (CO)8

Co2 (CO)8

acrylonitrile
107-13-1

acrylonitrile

ethyl 2-cyanopropionate
1572-99-2

ethyl 2-cyanopropionate

Conditions
ConditionsYield
In ethanol95%
ethyl 2-cyanoacrylate
7085-85-0

ethyl 2-cyanoacrylate

ethyl 2-cyanopropionate
1572-99-2

ethyl 2-cyanopropionate

Conditions
ConditionsYield
With trifluoroacetic acid at 0℃;85%
With trifluoroacetic acid at 0℃; Mechanism;85%
With hydrogen; hydrotalcite-supported palladium nanoparticles; palladium In toluene at 60℃; under 760 Torr; for 1h;
ethyl 2-cyanoacetate
105-56-6

ethyl 2-cyanoacetate

methyl iodide
74-88-4

methyl iodide

ethyl 2-cyanopropionate
1572-99-2

ethyl 2-cyanopropionate

Conditions
ConditionsYield
Stage #1: ethyl 2-cyanoacetate With sodium hydride In tetrahydrofuran; paraffin oil at 0℃; for 0.25h; Inert atmosphere;
Stage #2: methyl iodide In tetrahydrofuran; paraffin oil at 0 - 20℃; for 3h; Inert atmosphere;
83%
Stage #1: ethyl 2-cyanoacetate With potassium carbonate In acetonitrile at 20℃; for 0.25h;
Stage #2: methyl iodide In acetonitrile at 20℃; for 6h;
41%
With potassium hydroxide In ethanol at 0℃; for 4h;
N,N,N',N',N'',N''-Hexamethylguanidiniumcyanid
68897-45-0

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

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

Ethyl 2-bromopropionate

A

ethyl 2-cyanopropionate
1572-99-2

ethyl 2-cyanopropionate

B

1,1,2,2,3,3-Hexamethylguanidiniumbromid
6926-43-8

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

Conditions
ConditionsYield
In dichloromethane at 40℃; for 18h;A 73%
B n/a
ethanol
64-17-5

ethanol

carbon monoxide
201230-82-2

carbon monoxide

acrylonitrile
107-13-1

acrylonitrile

1-Phenylbut-1-en-3-one
122-57-6

1-Phenylbut-1-en-3-one

A

ethyl 3-cyanopropionate
10137-67-4

ethyl 3-cyanopropionate

B

2,4-dicyano-2-methylbutanoic acid ethyl ester
30378-23-5

2,4-dicyano-2-methylbutanoic acid ethyl ester

C

2-cyano-5-oxo-3-phenyl-2-methylhexanoic acid ethyl ester
115906-97-3

2-cyano-5-oxo-3-phenyl-2-methylhexanoic acid ethyl ester

D

ethyl 2-cyanopropionate
1572-99-2

ethyl 2-cyanopropionate

Conditions
ConditionsYield
With pyridine; dicobalt octacarbonyl at 110℃; under 75005.9 Torr; Further byproducts given;A n/a
B 59%
C 10%
D n/a
ethanol
64-17-5

ethanol

carbon monoxide
201230-82-2

carbon monoxide

acrylonitrile
107-13-1

acrylonitrile

ethyl acrylate
140-88-5

ethyl acrylate

A

ethyl 3-cyanopropionate
10137-67-4

ethyl 3-cyanopropionate

B

2,4-dicyano-2-methylbutanoic acid ethyl ester
30378-23-5

2,4-dicyano-2-methylbutanoic acid ethyl ester

C

2-cyano-2-methyl-1,5-pentanedioic acid bis(ethyl ester)
91341-03-6

2-cyano-2-methyl-1,5-pentanedioic acid bis(ethyl ester)

D

ethyl 2-cyanopropionate
1572-99-2

ethyl 2-cyanopropionate

Conditions
ConditionsYield
With pyridine; dicobalt octacarbonyl at 110℃; under 75005.9 Torr; Further byproducts given;A n/a
B 44%
C 5%
D n/a
sodium cyanide
773837-37-9

sodium cyanide

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

Ethyl 2-bromopropionate

ethyl 2-cyanopropionate
1572-99-2

ethyl 2-cyanopropionate

Conditions
ConditionsYield
In water; N,N-dimethyl-formamide at 23℃; for 12h;30%
2-cyanopropanoic acid
632-07-5

2-cyanopropanoic acid

ethanol
64-17-5

ethanol

ethyl 2-cyanopropionate
1572-99-2

ethyl 2-cyanopropionate

Conditions
ConditionsYield
With sulfuric acid
ethanol
64-17-5

ethanol

potassium cyanide
151-50-8

potassium cyanide

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

Ethyl 2-bromopropionate

A

diethyl 2,3-dimethyl-2-cyanosuccinate
54677-60-0

diethyl 2,3-dimethyl-2-cyanosuccinate

B

ethyl 2-cyanopropionate
1572-99-2

ethyl 2-cyanopropionate

chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

propiononitrile
107-12-0

propiononitrile

ethyl 2-cyanopropionate
1572-99-2

ethyl 2-cyanopropionate

Conditions
ConditionsYield
With diethyl ether; sodium
sodium cyanoacetic acid ethyl ester
18852-51-2

sodium cyanoacetic acid ethyl ester

dimethyl sulfate
77-78-1

dimethyl sulfate

ethyl 2-cyanopropionate
1572-99-2

ethyl 2-cyanopropionate

Conditions
ConditionsYield
With ethanol
sodium cyanoacetic acid ethyl ester
18852-51-2

sodium cyanoacetic acid ethyl ester

dimethyl sulfate
77-78-1

dimethyl sulfate

A

2-cyano-2-methyl-propionic acid ethyl ester
1572-98-1

2-cyano-2-methyl-propionic acid ethyl ester

B

ethyl 2-cyanopropionate
1572-99-2

ethyl 2-cyanopropionate

Conditions
ConditionsYield
With benzene
potassium cyanide
151-50-8

potassium cyanide

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

Ethyl 2-bromopropionate

ethyl 2-cyanopropionate
1572-99-2

ethyl 2-cyanopropionate

Conditions
ConditionsYield
With ethanol
With ethanol at 100℃; im geschlossenen Rohr;
sodium cyanoacetic acid ethyl ester
18852-51-2

sodium cyanoacetic acid ethyl ester

methyl iodide
74-88-4

methyl iodide

ethyl 2-cyanopropionate
1572-99-2

ethyl 2-cyanopropionate

Conditions
ConditionsYield
With diethyl ether
analog reagiert mit Aethyljodid und mit Allyljodid;
sodium cyanoacetic acid ethyl ester
18852-51-2

sodium cyanoacetic acid ethyl ester

methyl iodide
74-88-4

methyl iodide

A

2-cyano-2-methyl-propionic acid ethyl ester
1572-98-1

2-cyano-2-methyl-propionic acid ethyl ester

B

ethyl 2-cyanopropionate
1572-99-2

ethyl 2-cyanopropionate

Conditions
ConditionsYield
With diethyl ether
methyl bromide
74-83-9

methyl bromide

ethyl 2-cyanoacetate
105-56-6

ethyl 2-cyanoacetate

ethyl 2-cyanopropionate
1572-99-2

ethyl 2-cyanopropionate

Conditions
ConditionsYield
(i) NaOEt, EtOH, (ii) /BRN= 1209223/; Multistep reaction;
Stage #1: ethyl 2-cyanoacetate With sodium hydride In tetrahydrofuran at 0℃; for 0.5h; Inert atmosphere;
Stage #2: methyl bromide In tetrahydrofuran at 0℃; for 8h; Inert atmosphere;
tetraethylammoniumcyanide
13435-20-6

tetraethylammoniumcyanide

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

Ethyl 2-bromopropionate

ethyl 2-cyanopropionate
1572-99-2

ethyl 2-cyanopropionate

Conditions
ConditionsYield
In dichloromethane
2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

ethyl 2-cyanopropionate
1572-99-2

ethyl 2-cyanopropionate

Conditions
ConditionsYield
In tetrahydrofuran for 8h; Heating;
ethanol
64-17-5

ethanol

carbon monoxide
201230-82-2

carbon monoxide

acrylonitrile
107-13-1

acrylonitrile

A

ethyl 3-cyanopropionate
10137-67-4

ethyl 3-cyanopropionate

B

2,4-dicyano-2-methylbutanoic acid ethyl ester
30378-23-5

2,4-dicyano-2-methylbutanoic acid ethyl ester

C

ethyl 2-cyanopropionate
1572-99-2

ethyl 2-cyanopropionate

Conditions
ConditionsYield
With pyridine; dicobalt octacarbonyl In toluene at 110℃; under 75005.9 - 90007.2 Torr; for 6h;A 6.0 % Chromat.
B 75 % Chromat.
C 17.7 % Chromat.
2-hydroxy-2-methylpropanenitrile
75-86-5

2-hydroxy-2-methylpropanenitrile

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

Ethyl 2-bromopropionate

A

diethyl 2,3-dimethyl-2-cyanosuccinate
54677-60-0

diethyl 2,3-dimethyl-2-cyanosuccinate

B

ethyl 2-cyanopropionate
1572-99-2

ethyl 2-cyanopropionate

Conditions
ConditionsYield
With tetra(n-butyl)ammonium hydroxide In acetonitrile Yield given. Yields of byproduct given;
With tetra(n-butyl)ammonium hydroxide Yield given. Yields of byproduct given;
sodium cyanoacetic acid ethyl ester
18852-51-2

sodium cyanoacetic acid ethyl ester

dimethyl sulfate
77-78-1

dimethyl sulfate

A

ethyl 2-cyanopropionate
1572-99-2

ethyl 2-cyanopropionate

B

α-cyano-isobutyric acid ethyl ester

α-cyano-isobutyric acid ethyl ester

Conditions
ConditionsYield
With benzene
methyl iodide
74-88-4

methyl iodide

sodium cyanoacetic acid nitrile

sodium cyanoacetic acid nitrile

A

2-cyano-2-methyl-propionic acid ethyl ester
1572-98-1

2-cyano-2-methyl-propionic acid ethyl ester

B

ethyl 2-cyanopropionate
1572-99-2

ethyl 2-cyanopropionate

formaldehyd
50-00-0

formaldehyd

ethyl 2-cyanoacetate
105-56-6

ethyl 2-cyanoacetate

ethyl 2-cyanopropionate
1572-99-2

ethyl 2-cyanopropionate

Conditions
ConditionsYield
Stage #1: formaldehyd; ethyl 2-cyanoacetate; hydrotalcite; palladium In water; N,N-dimethyl-formamide at 80℃; for 3h;
Stage #2: With hydrogen; hydrotalcite; palladium In water; N,N-dimethyl-formamide at 60℃; under 760 Torr; for 1h;
91 % Chromat.
ethyl 2-cyanoacetate
105-56-6

ethyl 2-cyanoacetate

ammonia

ammonia

ethyl 2-cyanopropionate
1572-99-2

ethyl 2-cyanopropionate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrotalcite-supported palladium nanoparticles / dimethylformamide / 3 h / 80 °C
2: hydrogen / hydrotalcite-supported palladium nanoparticles / toluene / 1 h / 60 °C / 760 Torr
View Scheme
ethyl 2-cyanoacetate
105-56-6

ethyl 2-cyanoacetate

ethyl 2-cyanopropionate
1572-99-2

ethyl 2-cyanopropionate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: diethyl ether; sodium
2: analog reagiert mit Aethyljodid und mit Allyljodid
View Scheme
piperidine
110-89-4

piperidine

formaldehyd
50-00-0

formaldehyd

ethyl 2-cyanoacetate
105-56-6

ethyl 2-cyanoacetate

ethyl 2-cyanopropionate
1572-99-2

ethyl 2-cyanopropionate

Conditions
ConditionsYield
With acetic acid; palladium on charcoal catalyst In water
piperidine
110-89-4

piperidine

formaldehyd
50-00-0

formaldehyd

cyano ethylacetate

cyano ethylacetate

ethyl 2-cyanopropionate
1572-99-2

ethyl 2-cyanopropionate

Conditions
ConditionsYield
With hydroquinone; palladium on charcoal catalyst In acetic acid; toluene
9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

ethyl 2-cyanoacetate
105-56-6

ethyl 2-cyanoacetate

ethyl 2-cyanopropionate
1572-99-2

ethyl 2-cyanopropionate

Conditions
ConditionsYield
With zinc diacetate; paraformaldehyde; palladium In water; acetic acid
bromopropionitrile
2417-90-5

bromopropionitrile

diethyl malonate
105-53-3

diethyl malonate

ethyl 2-cyanopropionate
1572-99-2

ethyl 2-cyanopropionate

Conditions
ConditionsYield
Stage #1: diethyl malonate With sodium hydride In tetrahydrofuran; mineral oil at 20℃; for 0.166667h;
Stage #2: bromopropionitrile In tetrahydrofuran; mineral oil at 20℃; for 24h;
ethyl 2-cyanopropionate
1572-99-2

ethyl 2-cyanopropionate

acrylonitrile
107-13-1

acrylonitrile

2,4-dicyano-2-methylbutanoic acid ethyl ester
30378-23-5

2,4-dicyano-2-methylbutanoic acid ethyl ester

Conditions
ConditionsYield
With triethylamine In chloroform at 20℃; for 8h; Michael Addition; enantioselective reaction;99%
With [2,6-bis(4',4'-dimethyl-2'-oxazolinyl)phenyl](acetonitrile)nickel(II) tetrafluoroborate; N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 4.5h; Michael addition;95%
With 3-(diethylamino)propyltrimethoxysilane supported on silica-alumina In toluene at 60℃; for 24h; Michael reaction;95%
ethyl 2-cyanopropionate
1572-99-2

ethyl 2-cyanopropionate

acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

ethyl 2-cyano-2-methyl-4-(methoxycarbonyl)butanedioate

ethyl 2-cyano-2-methyl-4-(methoxycarbonyl)butanedioate

Conditions
ConditionsYield
With dihydridotetrakis(triphenylphosphine)ruthenium In tetrahydrofuran for 24h; Ambient temperature;99%
Ru(+)Cp(NCC(Me)HCO2Et)(-)*(PPh3)2 In tetrahydrofuran at 25℃; for 5h; Addition; Michael reaction;99%
ethyl 2-cyanopropionate
1572-99-2

ethyl 2-cyanopropionate

methyl vinyl ketone
78-94-4

methyl vinyl ketone

ethyl 2-cyano-2-methyl-5-oxohexanoate

ethyl 2-cyano-2-methyl-5-oxohexanoate

Conditions
ConditionsYield
With [2,6-bis(4',4'-dimethyl-2'-oxazolinyl)phenyl](acetonitrile)nickel(II) tetrafluoroborate; N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 4.5h; Michael addition;99%
With BF4(1-)*C34H40N5Ni(1+); N-ethyl-N,N-diisopropylamine In toluene at 20℃; for 5h; Michael addition; Inert atmosphere;99%
With triethylamine In chloroform at 20℃; for 8h; Reagent/catalyst; Solvent; Michael Addition; enantioselective reaction;99%
glyoxylic acid ethyl ester
924-44-7

glyoxylic acid ethyl ester

ethyl 2-cyanopropionate
1572-99-2

ethyl 2-cyanopropionate

diethyl 2-cyano-3-hydroxy-2-methylsuccinate

diethyl 2-cyano-3-hydroxy-2-methylsuccinate

Conditions
ConditionsYield
With triphenylphosphine; acetylacetonatodicarbonylrhodium(l) In tetrahydrofuran at 20℃; for 1h;99%
ethyl 2-cyanopropionate
1572-99-2

ethyl 2-cyanopropionate

2-cyanopropanoic acid
632-07-5

2-cyanopropanoic acid

Conditions
ConditionsYield
With lithium hydroxide In tetrahydrofuran; methanol; water for 1h;98%
With lithium hydroxide; water In methanol at 20℃; for 36h;89%
With water; potassium hydroxide In methanol at 0 - 40℃; for 2h;85%
ethyl 2-cyanopropionate
1572-99-2

ethyl 2-cyanopropionate

2-cyanopropionamide
71565-78-1

2-cyanopropionamide

Conditions
ConditionsYield
With ammonia In ethanol at 20℃; for 15h;98%
With ammonia; water
ethyl 2-cyanopropionate
1572-99-2

ethyl 2-cyanopropionate

ethyl 2-bromo-2-cyano-propionate
26526-81-8

ethyl 2-bromo-2-cyano-propionate

Conditions
ConditionsYield
With bromine; sodium acetate; acetic acid at 20℃; for 3h;98%
With bromine; sodium acetate; acetic acid at 20 - 30℃; for 1h;
With bromine; sodium acetate; acetic acid at 20℃; for 3h; Inert atmosphere;
formaldehyd
50-00-0

formaldehyd

ethyl 2-cyanopropionate
1572-99-2

ethyl 2-cyanopropionate

cyano(hydroxymethyl)methylacetic acid ethyl ester

cyano(hydroxymethyl)methylacetic acid ethyl ester

Conditions
ConditionsYield
With triphenylphosphine; acetylacetonatodicarbonylrhodium(l) In tetrahydrofuran; water at 20℃; for 1h;97%
With triethylamine In acetonitrile at 50℃;80.9%
With potassium carbonate In ethanol at 20℃; for 2.5h;59%
With potassium carbonate In ethanol for 18h;48%
With potassium carbonate In ethanol at 25℃; for 12h;16 g
ethyl 2-cyanopropionate
1572-99-2

ethyl 2-cyanopropionate

propargyl bromide
106-96-7

propargyl bromide

ethyl 2-cyano-2-methylpent-4-ynoate
1093658-82-2

ethyl 2-cyano-2-methylpent-4-ynoate

Conditions
ConditionsYield
Stage #1: ethyl 2-cyanopropionate With potassium carbonate In tetrahydrofuran at 20℃; for 0.5h;
Stage #2: propargyl bromide In tetrahydrofuran for 24h; Reflux;
96.4%
conc. aqueous ammonia

conc. aqueous ammonia

ethanol
64-17-5

ethanol

ethyl 2-cyanopropionate
1572-99-2

ethyl 2-cyanopropionate

2-cyanopropionamide
71565-78-1

2-cyanopropionamide

Conditions
ConditionsYield
96%
ethyl 2-cyanopropionate
1572-99-2

ethyl 2-cyanopropionate

4-phenyl-1-butylidenecyclopropane

4-phenyl-1-butylidenecyclopropane

ethyl 2-cyano-2-methyl-4-methylene-8-phenyloctanoate

ethyl 2-cyano-2-methyl-4-methylene-8-phenyloctanoate

Conditions
ConditionsYield
tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 100℃;95%
tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 100℃; Addition; ring cleavage;95%
dibenzyl azodicarboxylate
2449-05-0

dibenzyl azodicarboxylate

ethyl 2-cyanopropionate
1572-99-2

ethyl 2-cyanopropionate

C22H23N3O6

C22H23N3O6

Conditions
ConditionsYield
Stage #1: ethyl 2-cyanopropionate With C45H40N4O5 In tetrahydrofuran at -78℃; for 0.25h; Michael Addition;
Stage #2: dibenzyl azodicarboxylate In tetrahydrofuran for 3h; Michael Addition; enantioselective reaction;
95%
ethyl 2-cyanopropionate
1572-99-2

ethyl 2-cyanopropionate

phenylboronic acid
98-80-6

phenylboronic acid

1-phenyl-propan-1-one
93-55-0

1-phenyl-propan-1-one

Conditions
ConditionsYield
With trifluorormethanesulfonic acid; water; palladium diacetate; 2-(3,5-dimethyl-1H-pyrazol-1-yl)pyridine at 60℃; for 5h;95%
ethanol
64-17-5

ethanol

ethyl 2-cyanopropionate
1572-99-2

ethyl 2-cyanopropionate

3-ethoxy-3-imino-2-methylpropionate ethyl hydrochloride
31522-04-0

3-ethoxy-3-imino-2-methylpropionate ethyl hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In diethyl ether at 0℃; for 120h;94%
With hydrogenchloride In diethyl ether at 0℃; for 72h;92%
With hydrogenchloride at 0℃; for 4.5h;
With hydrogenchloride In toluene at 0 - 20℃; for 24.6667h;14.01 g
ethyl 2-cyanopropionate
1572-99-2

ethyl 2-cyanopropionate

1,1-dibromomethane
74-95-3

1,1-dibromomethane

ethyl 3-bromo-2-cyano-2-methylpropanoate
109539-54-0

ethyl 3-bromo-2-cyano-2-methylpropanoate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide for 20h;94%
With sodium hydride In N,N-dimethyl-formamide; benzene for 2h; Ambient temperature;68%
ethyl 2-cyanopropionate
1572-99-2

ethyl 2-cyanopropionate

ethyl acrylate
140-88-5

ethyl acrylate

2-cyano-2-methyl-1,5-pentanedioic acid bis(ethyl ester)
91341-03-6

2-cyano-2-methyl-1,5-pentanedioic acid bis(ethyl ester)

Conditions
ConditionsYield
With 3-(diethylamino)propyltrimethoxysilane supported on silica-alumina In toluene at 90℃; for 24h; Michael reaction;94%
(1,5-cyclooctadiene)(1,3,5-cyclooctatriene)ruthenium

(1,5-cyclooctadiene)(1,3,5-cyclooctatriene)ruthenium

ethyl 2-cyanopropionate
1572-99-2

ethyl 2-cyanopropionate

diphenyl(methyl)phosphine
1486-28-8

diphenyl(methyl)phosphine

RuH(P(CH3)(C6H5)2)4(NCC(CH3)COOC2H5)*C6H6

RuH(P(CH3)(C6H5)2)4(NCC(CH3)COOC2H5)*C6H6

Conditions
ConditionsYield
In tetrahydrofuran (N2); addn. of NCCH(CH3)CO2C2H5 to Ru complex and P(CH3)(C6H5)2 in THF, stirring (55°C, 30 h); pptn. by addn. of hexane, washing (hexane; Et2O); elem. anal.;93%
ethyl 2-cyanopropionate
1572-99-2

ethyl 2-cyanopropionate

potassium 2-cyanopropanoate
1266802-94-1

potassium 2-cyanopropanoate

Conditions
ConditionsYield
With potassium tert-butylate In ethanol; water at 60℃; for 0.5h; Schlenk technique; Inert atmosphere;93%
With potassium tert-butylate In ethanol; water Inert atmosphere; Heating;92%
With potassium tert-butylate; water In ethanol
With potassium tert-butylate; water In ethanol at 20℃; Inert atmosphere;
N-(bis(4-fluorophenyl)methyl)-4-methylbenzenesulfonamide
1070687-43-2

N-(bis(4-fluorophenyl)methyl)-4-methylbenzenesulfonamide

ethyl 2-cyanopropionate
1572-99-2

ethyl 2-cyanopropionate

ethyl 2-cyano-3,3-bis(4-fluorophenyl)-2-methylpropanoate

ethyl 2-cyano-3,3-bis(4-fluorophenyl)-2-methylpropanoate

Conditions
ConditionsYield
With aluminum (III) chloride In chloroform at 80℃; for 12h; Sealed tube;93%
ethyl 2-cyanopropionate
1572-99-2

ethyl 2-cyanopropionate

1,1,5-Trimethoxy-4-oxo-1,4-dihydronaphthalene
72796-37-3

1,1,5-Trimethoxy-4-oxo-1,4-dihydronaphthalene

Ethyl 2-(1,1,5-Trimethoxy-4-oxo-1,2,3,4-tetrahydro-2-naphthyl)-2-cyanopropionate
72796-45-3

Ethyl 2-(1,1,5-Trimethoxy-4-oxo-1,2,3,4-tetrahydro-2-naphthyl)-2-cyanopropionate

Conditions
ConditionsYield
With sodium ethanolate In ethanol Ambient temperature;92%
Diphenyliodonium triflate
66003-76-7

Diphenyliodonium triflate

ethyl 2-cyanopropionate
1572-99-2

ethyl 2-cyanopropionate

cyano-methyl-phenyl-acetic acid ethyl ester
98459-41-7, 15601-34-0

cyano-methyl-phenyl-acetic acid ethyl ester

Conditions
ConditionsYield
Stage #1: ethyl 2-cyanopropionate With potassium tert-butylate In dichloromethane at 0℃; for 0.0833333h; Schlenk technique; Inert atmosphere;
Stage #2: Diphenyliodonium triflate In dichloromethane at 0℃; for 0.333333h; Reagent/catalyst; Solvent; Schlenk technique; Inert atmosphere;
92%
1-Heptene
592-76-7

1-Heptene

ethyl 2-cyanopropionate
1572-99-2

ethyl 2-cyanopropionate

ethyl (E)-2-cyano-2-methylnon-4-enoate

ethyl (E)-2-cyano-2-methylnon-4-enoate

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); 2,5-di-tert-butyl-p-benzoquinone; O,O'-(1,1'-biphenyl-2,2'-diyl)-N,N'-diisopropylphosphoramidite In 1,4-dioxane at 50℃; for 24h; Reagent/catalyst; Schlenk technique; Inert atmosphere;92%
4-bromo-1,1'-biphenyl
92-66-0

4-bromo-1,1'-biphenyl

ethyl 2-cyanopropionate
1572-99-2

ethyl 2-cyanopropionate

2-([1,1'-biphenyl]-4-yl)propanenitrile
54321-43-6

2-([1,1'-biphenyl]-4-yl)propanenitrile

Conditions
ConditionsYield
Stage #1: 4-bromo-1,1'-biphenyl; ethyl 2-cyanopropionate With C22H17N3O2; copper(I) bromide; sodium t-butanolate In isopropyl alcohol at 60℃; for 24h; Schlenk technique; Inert atmosphere;
Stage #2: With water; sodium hydroxide In isopropyl alcohol at 60℃; for 4h; Schlenk technique; Inert atmosphere; Cooling;
92%
thienyl vinyl ketone
13191-29-2

thienyl vinyl ketone

ethyl 2-cyanopropionate
1572-99-2

ethyl 2-cyanopropionate

(R)-ethyl 2-cyano-2-methyl-5-oxo-5-(thiophen-2-yl)pentanoate

(R)-ethyl 2-cyano-2-methyl-5-oxo-5-(thiophen-2-yl)pentanoate

Conditions
ConditionsYield
With 4 A molecular sieve; 1-{3,5-bis(trifluoromethyl)phenyl}-3-{(1R,2R)-2-(dimethylamino)cyclohexyl}thiourea In toluene at -60℃; for 96h; Michael addition;91%
ethyl 2-cyanopropionate
1572-99-2

ethyl 2-cyanopropionate

diphenyliodonium hexafluorophosphate
58109-40-3

diphenyliodonium hexafluorophosphate

cyano-methyl-phenyl-acetic acid ethyl ester
98459-41-7, 15601-34-0

cyano-methyl-phenyl-acetic acid ethyl ester

Conditions
ConditionsYield
Stage #1: ethyl 2-cyanopropionate With potassium tert-butylate In dichloromethane at 0℃; for 0.0833333h; Schlenk technique; Inert atmosphere;
Stage #2: diphenyliodonium hexafluorophosphate In dichloromethane at 0℃; for 0.333333h; Schlenk technique; Inert atmosphere;
91%
4-penten-3-one
1629-58-9

4-penten-3-one

ethyl 2-cyanopropionate
1572-99-2

ethyl 2-cyanopropionate

ethyl 2-cyano-2-methyl-5-oxoheptanoate

ethyl 2-cyano-2-methyl-5-oxoheptanoate

Conditions
ConditionsYield
With C54H82N6NiO3 In chloroform at 20℃; for 8h; Reagent/catalyst; Michael Addition; Schlenk technique;91%
allenyltributylstannane
53915-69-8

allenyltributylstannane

ethyl 2-cyanopropionate
1572-99-2

ethyl 2-cyanopropionate

2,5-Dicyano-2,5-dimethyl-3-methylene-hexanedioic acid diethyl ester

2,5-Dicyano-2,5-dimethyl-3-methylene-hexanedioic acid diethyl ester

Conditions
ConditionsYield
With 1,4-di(diphenylphosphino)-butane; tris(dibenzylideneacetone)dipalladium(0) chloroform complex In tetrahydrofuran for 48h; Heating;90%
ethyl 2-cyanopropionate
1572-99-2

ethyl 2-cyanopropionate

1-trimethylsilanylvinylacetylene

1-trimethylsilanylvinylacetylene

2-Cyano-2-methyl-4-trimethylsilanyl-hexa-4,5-dienoic acid ethyl ester

2-Cyano-2-methyl-4-trimethylsilanyl-hexa-4,5-dienoic acid ethyl ester

Conditions
ConditionsYield
tris(dibenzylideneacetone)dipalladium(0) chloroform complex; 1,1'-bis-(diphenylphosphino)ferrocene In tetrahydrofuran at 65℃; for 43h;90%
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; 1,1'-bis-(diphenylphosphino)ferrocene In tetrahydrofuran at 65℃; for 43h;90%

Ethyl 2-cyanopropionate Chemical Properties

Molecular Structure:

Molecular Formula: C6H9NO2
Molecular Weight: 127.1412
IUPAC Name: Ethyl 2-cyanopropanoate
Synonyms of Ethyl 2-cyanopropionate (CAS NO.1572-99-2): AI3-05609 ; EINECS 216-393-9 ; Propanoic acid, 2-cyano-, ethyl ester
CAS NO: 1572-99-2 
Index of Refraction: 1.418
Molar Refractivity: 31.49 cm3
Molar Volume: 124.8 cm3
Surface Tension: 33.9 dyne/cm
Density: 1.018 g/cm3
Flash Point: 78.9 °C
Enthalpy of Vaporization: 43.06 kJ/mol
Boiling Point: 194.5 °C at 760 mmHg
Vapour Pressure of Ethyl 2-cyanopropionate (CAS NO.1572-99-2): 0.441 mmHg at 25°C

Ethyl 2-cyanopropionate Safety Profile

Risk Statements of Ethyl 2-cyanopropionate (CAS NO.1572-99-2): 20/21/22-36/37/38 
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed. 
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 23-36/37/39 
S23: Do not breathe vapour. 
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
RIDADR: 3276

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