tert-Butyl cyanoacetate supplier

Name
tert-Butyl cyanoacetate
EINECS 214-243-7
CAS No. 1116-98-9
Article Data23
CAS DataBase
Density 1.001 g/cm³
Solubility
Melting Point 107-108oC
Formula C₇H₁₁NO₂
Boiling Point 194.6 °C at 760 mmHg
Molecular Weight 141.17
Flash Point 79 °C
Transport Information
Appearance colorless liquid
Safety 24/25
Risk Codes 22
Molecular Structure
Hazard Symbols Xn
Synonyms Aceticacid, cyano-, 1,1-dimethylethyl ester (9CI);Acetic acid, cyano-, tert-butylester (6CI,7CI,8CI);1,1-Dimethylethyl cyanoacetate;Cyanoacetic acidtert-butyl ester;Cyanoacetic acid tert-butyl ester;NSC 1072;tert-Butylcyanoacetate;
PSA 50.09000
LogP 1.24178

Synthetic route

: 372-09-8
cyanoacetic acid

: 115-11-7
isobutene

: 1116-98-9
cyanoacetic acid tert-butyl ester

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate In tetrahydrofuran at 10℃; under 12001.2 - 14251.4 Torr; for 0.133333h; Temperature; Solvent;	98%
With boron trifluoride diethyl etherate In dichloromethane at 10℃; for 7h; Reagent/catalyst; Temperature; Solvent; Large scale;	90%
With sulfuric acid; tert-butyl alcohol at -20℃;

: 372-09-8
cyanoacetic acid

: 75-65-0
tert-butyl alcohol

: 1116-98-9
cyanoacetic acid tert-butyl ester

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; for 5h; Reagent/catalyst; Temperature; Inert atmosphere;	86%
With dicyclohexyl-carbodiimide In acetonitrile at 25℃; for 5h;	84%
With dicyclohexyl-carbodiimide In dichloromethane at 25℃; for 0.25h;	75%

: 107-59-5
tert-Butyl chloroacetate

: 151-50-8
potassium cyanide

: 1116-98-9
cyanoacetic acid tert-butyl ester

Conditions

Conditions	Yield
With sodium iodide; tert-butyl alcohol

: 107-59-5
tert-Butyl chloroacetate

: 151-50-8
potassium cyanide

A: 1116-98-9
cyanoacetic acid tert-butyl ester

B: 106271-05-0
cyano-succinic acid di-tert-butyl ester

Conditions

Conditions	Yield
With water; tert-butyl alcohol

...Expand

: 5292-43-3
bromoacetic acid tert-butyl ester

: 151-50-8
potassium cyanide

: 1116-98-9
cyanoacetic acid tert-butyl ester

Conditions

Conditions	Yield
With methanol

: 16130-58-8
cyanoacetic acid chloride

: 75-65-0
tert-butyl alcohol

: 1116-98-9
cyanoacetic acid tert-butyl ester

Conditions

Conditions	Yield
With diethyl ether; N,N-dimethyl-aniline

: 5292-43-3
bromoacetic acid tert-butyl ester

: 13435-20-6
tetraethylammoniumcyanide

: 1116-98-9
cyanoacetic acid tert-butyl ester

Conditions

Conditions	Yield
In dichloromethane

: C23H25I2NO2

: 1116-98-9
cyanoacetic acid tert-butyl ester

: C29H35I2NO4

Conditions

Conditions	Yield
With potassium tert-butylate In tetrahydrofuran at 50℃;	100%

: 108-86-1
bromobenzene

: 1116-98-9
cyanoacetic acid tert-butyl ester

: 82102-37-2
9-methyl-9H-fluorene-9-carbonyl chloride

: 614-16-4
Benzoylacetonitrile

Conditions

Conditions	Yield
Stage #1: bromobenzene; cyanoacetic acid tert-butyl ester; 9-methyl-9H-fluorene-9-carbonyl chloride With dichloro(1,5-cyclooctadiene)palladium(II); N-Methyldicyclohexylamine; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; magnesium chloride; tri tert-butylphosphoniumtetrafluoroborate In 1,4-dioxane at 100℃; for 18h; Glovebox; Inert atmosphere; Stage #2: With formic acid In 1,4-dioxane Reagent/catalyst; Inert atmosphere;	100%

Yield

Stage #1: bromobenzene; cyanoacetic acid tert-butyl ester; 9-methyl-9H-fluorene-9-carbonyl chloride With dichloro(1,5-cyclooctadiene)palladium(II); N-Methyldicyclohexylamine; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; magnesium chloride; tri tert-butylphosphoniumtetrafluoroborate In 1,4-dioxane at 100℃; for 18h; Glovebox; Inert atmosphere;
Stage #2: With formic acid In 1,4-dioxane Reagent/catalyst; Inert atmosphere;

100%

...Expand

: 1116-98-9
cyanoacetic acid tert-butyl ester

: 4175-77-3
2,4-dibromo-1,3-thiazole

: tert-butyl 2-(4-bromothiazol-2-yl)-2-cyanoacetate

Conditions

Conditions	Yield
With potassium carbonate In 1-methyl-pyrrolidin-2-one for 16h;	100%

: 1116-98-9
cyanoacetic acid tert-butyl ester

: 108-94-1
cyclohexanone

: 92932-02-0
2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With morpholine; sulfur In ethanol at 50℃;	99%
With sulfur; diethylamine In ethanol Gewald cyclization; Reflux;	95%
With morpholine; sulfur In ethanol at 45℃; for 5h;	89%

: 110-91-8
morpholine

: 1193-20-0
2-methyltetrahydro-4H-pyran-4-one

: 1116-98-9
cyanoacetic acid tert-butyl ester

: 1373497-01-8
tert-butyl 2-amino-5-methyl-5,7-dihydro-4H-thieno[2,3-c]pyran-3-carboxylate

Conditions

Conditions	Yield
With hydrogen sulfide In ethanol; ethyl acetate	99%

...Expand

: 1116-98-9
cyanoacetic acid tert-butyl ester

: (6-chloropyridazin-3-yl)-[2-(indan-2-ylamino)-7,8-dihydro-5H-pyrido[4,3-d]pyrimidin-6-yl]methanone

: tert-butyl 2-cyano-2-[6-[2-(indan-2-ylamino)-7,8-dihydro-5H-pyrido[4,3-d]pyrimidine-6-carbonyl]pyridazin-3-yl]acetate

Conditions

Conditions	Yield
Stage #1: cyanoacetic acid tert-butyl ester With sodium hydride In 1,4-dioxane at 20℃; for 1h; Stage #2: (6-chloropyridazin-3-yl)-[2-(indan-2-ylamino)-7,8-dihydro-5H-pyrido[4,3-d]pyrimidin-6-yl]methanone In 1,4-dioxane at 100℃; for 16h;	99%

: 372-09-8
cyanoacetic acid

: 115-11-7
isobutene

: 1116-98-9
cyanoacetic acid tert-butyl ester

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate In tetrahydrofuran at 10℃; under 12001.2 - 14251.4 Torr; for 0.133333h; Temperature; Solvent;	98%
With boron trifluoride diethyl etherate In dichloromethane at 10℃; for 7h; Reagent/catalyst; Temperature; Solvent; Large scale;	90%
With sulfuric acid; tert-butyl alcohol at -20℃;

: 372-09-8
cyanoacetic acid

: 75-65-0
tert-butyl alcohol

: 1116-98-9
cyanoacetic acid tert-butyl ester

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; for 5h; Reagent/catalyst; Temperature; Inert atmosphere;	86%
With dicyclohexyl-carbodiimide In acetonitrile at 25℃; for 5h;	84%
With dicyclohexyl-carbodiimide In dichloromethane at 25℃; for 0.25h;	75%

: 107-59-5
tert-Butyl chloroacetate

: 151-50-8
potassium cyanide

: 1116-98-9
cyanoacetic acid tert-butyl ester

Conditions

Conditions	Yield
With sodium iodide; tert-butyl alcohol

: 107-59-5
tert-Butyl chloroacetate

: 151-50-8
potassium cyanide

A: 1116-98-9
cyanoacetic acid tert-butyl ester

B: 106271-05-0
cyano-succinic acid di-tert-butyl ester

Conditions

Conditions	Yield
With water; tert-butyl alcohol

...Expand

: 5292-43-3
bromoacetic acid tert-butyl ester

: 151-50-8
potassium cyanide

: 1116-98-9
cyanoacetic acid tert-butyl ester

Conditions

Conditions	Yield
With methanol

: 16130-58-8
cyanoacetic acid chloride

: 75-65-0
tert-butyl alcohol

: 1116-98-9
cyanoacetic acid tert-butyl ester

Conditions

Conditions	Yield
With diethyl ether; N,N-dimethyl-aniline

: 5292-43-3
bromoacetic acid tert-butyl ester

: 13435-20-6
tetraethylammoniumcyanide

: 1116-98-9
cyanoacetic acid tert-butyl ester

Conditions

Conditions	Yield
In dichloromethane

: C23H25I2NO2

: 1116-98-9
cyanoacetic acid tert-butyl ester

: C29H35I2NO4

Conditions

Conditions	Yield
With potassium tert-butylate In tetrahydrofuran at 50℃;	100%

: 108-86-1
bromobenzene

: 1116-98-9
cyanoacetic acid tert-butyl ester

: 82102-37-2
9-methyl-9H-fluorene-9-carbonyl chloride

: 614-16-4
Benzoylacetonitrile

Conditions

Conditions	Yield
Stage #1: bromobenzene; cyanoacetic acid tert-butyl ester; 9-methyl-9H-fluorene-9-carbonyl chloride With dichloro(1,5-cyclooctadiene)palladium(II); N-Methyldicyclohexylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; magnesium chloride; tri tert-butylphosphoniumtetrafluoroborate In 1,4-dioxane at 100℃; for 18h; Glovebox; Inert atmosphere; Stage #2: With formic acid In 1,4-dioxane Reagent/catalyst; Inert atmosphere;	100%

Yield

Stage #1: bromobenzene; cyanoacetic acid tert-butyl ester; 9-methyl-9H-fluorene-9-carbonyl chloride With dichloro(1,5-cyclooctadiene)palladium(II); N-Methyldicyclohexylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; magnesium chloride; tri tert-butylphosphoniumtetrafluoroborate In 1,4-dioxane at 100℃; for 18h; Glovebox; Inert atmosphere;
Stage #2: With formic acid In 1,4-dioxane Reagent/catalyst; Inert atmosphere;

100%

...Expand

: 1116-98-9
cyanoacetic acid tert-butyl ester

: 4175-77-3
2,4-dibromo-1,3-thiazole

: tert-butyl 2-(4-bromothiazol-2-yl)-2-cyanoacetate

Conditions

Conditions	Yield
With potassium carbonate In 1-methyl-pyrrolidin-2-one for 16h;	100%

: 1116-98-9
cyanoacetic acid tert-butyl ester

: 108-94-1
cyclohexanone

: 92932-02-0
2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With morpholine; sulfur In ethanol at 50℃;	99%
With sulfur; diethylamine In ethanol Gewald cyclization; Reflux;	95%
With morpholine; sulfur In ethanol at 45℃; for 5h;	89%

: 110-91-8
morpholine

: 1193-20-0
2-methyltetrahydro-4H-pyran-4-one

: 1116-98-9
cyanoacetic acid tert-butyl ester

: 1373497-01-8
tert-butyl 2-amino-5-methyl-5,7-dihydro-4H-thieno[2,3-c]pyran-3-carboxylate

Conditions

Conditions	Yield
With hydrogen sulfide In ethanol; ethyl acetate	99%

...Expand

: 1116-98-9
cyanoacetic acid tert-butyl ester

: (6-chloropyridazin-3-yl)-[2-(indan-2-ylamino)-7,8-dihydro-5H-pyrido[4,3-d]pyrimidin-6-yl]methanone

: tert-butyl 2-cyano-2-[6-[2-(indan-2-ylamino)-7,8-dihydro-5H-pyrido[4,3-d]pyrimidine-6-carbonyl]pyridazin-3-yl]acetate

Conditions

Conditions	Yield
Stage #1: cyanoacetic acid tert-butyl ester With sodium hydride In 1,4-dioxane at 20℃; for 1h; Stage #2: (6-chloropyridazin-3-yl)-[2-(indan-2-ylamino)-7,8-dihydro-5H-pyrido[4,3-d]pyrimidin-6-yl]methanone In 1,4-dioxane at 100℃; for 16h;	99%

: 1116-98-9
cyanoacetic acid tert-butyl ester

: 3 -bromo-6-chloro-2-methoxypyridine

: 74-88-4
methyl iodide

: 2-(6-chloro-2-methoxypyridin-3-yl)propanenitrile

Conditions

Conditions	Yield
Stage #1: cyanoacetic acid tert-butyl ester; 3 -bromo-6-chloro-2-methoxypyridine With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium t-butanolate In 1,4-dioxane at 75℃; for 3.91667h; Inert atmosphere; Stage #2: methyl iodide In 1,4-dioxane at 20℃;	99%
Stage #1: cyanoacetic acid tert-butyl ester; 3 -bromo-6-chloro-2-methoxypyridine With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium t-butanolate In 1,4-dioxane at 75℃; for 3.91667h; Inert atmosphere; Stage #2: methyl iodide In 1,4-dioxane at 18 - 25℃;

...Expand

: 1116-98-9
cyanoacetic acid tert-butyl ester

: C15H18N2O2

: C22H28N2O2

Conditions

Conditions	Yield
Stage #1: cyanoacetic acid tert-butyl ester; C15H18N2O2 With C39H38N3O2P; potassium carbonate; silver(l) oxide at 20℃; for 24h; Stage #2: With 1,8-diazabicyclo[5.4.0]undec-7-ene for 6h; enantioselective reaction;	99%

: 1116-98-9
cyanoacetic acid tert-butyl ester

: C13H12N2O4

: C20H22N2O4

Conditions

Conditions	Yield
Stage #1: cyanoacetic acid tert-butyl ester; C13H12N2O4 With C39H38N3O2P; potassium carbonate; silver(l) oxide In toluene at 0℃; for 24h; Stage #2: With 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene for 6h; enantioselective reaction;	99%

: 1116-98-9
cyanoacetic acid tert-butyl ester

: C21H16N2O5S

: C28H26N2O5S

Conditions

Conditions	Yield
With C39H38N3O2P; potassium carbonate; silver(l) oxide at 20℃; enantioselective reaction;	99%

: 1116-98-9
cyanoacetic acid tert-butyl ester

: 790-41-0
4-chlorobenzoic anhydride

: 724767-52-6
tert-butyl 2-(4-chlorophenyl)-2-cyanoacetate

Conditions

Conditions	Yield
Stage #1: cyanoacetic acid tert-butyl ester With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -45℃; for 0.75h; Inert atmosphere; Stage #2: 4-chlorobenzoic anhydride In tetrahydrofuran; hexane at -45℃; for 1h; Inert atmosphere;	98%
Stage #1: cyanoacetic acid tert-butyl ester With lithium diisopropyl amide In tetrahydrofuran; hexane at -45℃; for 0.75h; Stage #2: 4-chlorobenzoic anhydride In tetrahydrofuran; hexane at -45 - 20℃; Further stages.;

: 1116-98-9
cyanoacetic acid tert-butyl ester

: 32779-36-5
5-Bromo-2-chloropyrimidine

: 1305329-97-8
tert-butyl 2-(5-bromopyrimidin-2-yl)-2-cyanoacetic acid

Conditions

Conditions	Yield
Stage #1: cyanoacetic acid tert-butyl ester With sodium hydride In tetrahydrofuran at 0℃; for 0.5h; Stage #2: 5-Bromo-2-chloropyrimidine In tetrahydrofuran at 20℃; for 18h;	98%
With potassium carbonate In 1-methyl-pyrrolidin-2-one at 80℃; for 3h;	35.72%

: 99368-67-9
2-chloro-5-nitro-3-(trifluoromethyl)pyridine

: 1116-98-9
cyanoacetic acid tert-butyl ester

: tert-butyl 2-cyano-2-(5-nitro-3-(trifluoromethyl)pyridin-2-yl)acetate

Conditions

Conditions	Yield
With potassium carbonate In tetrahydrofuran at 50℃; for 10h;	98%
With potassium carbonate In tetrahydrofuran at 50℃; for 10h; Temperature;	98%

: 1116-98-9
cyanoacetic acid tert-butyl ester

: 767-79-3
2,4,5,6-tetrafluoropyrimidine

: potassium-2-(tert-butoxy)-1-cyano-2-oxo-1-(2,5,6-trifluoropyrimidin-4-yl)ethan-1-ide

Conditions

Conditions	Yield
Stage #1: 2,4,5,6-tetrafluoropyrimidine With potassium carbonate In acetonitrile Stage #2: cyanoacetic acid tert-butyl ester In acetonitrile at 20℃; for 72h;	98%

: 1116-98-9
cyanoacetic acid tert-butyl ester

: C20H17NO5S

: C27H27NO5S

Conditions

Conditions	Yield
With C39H38N3O2P; potassium carbonate; silver(l) oxide at 20℃; Reagent/catalyst; enantioselective reaction;	98%

: 3612-20-2
1-phenylmethyl-4-piperidone

: 1116-98-9
cyanoacetic acid tert-butyl ester

: 872530-68-2
tert-butyl 2-amino-6-benzyl-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3-carboxylate

Conditions

Conditions	Yield
With morpholine; sulfur at 20℃; for 48h; Gewald Aminoheterocycles Synthesis;	97%
With morpholine; sulfur In ethanol at 45℃; for 5h;	86%
With morpholine; sulfur In ethanol at 50℃; for 2h;

: 1116-98-9
cyanoacetic acid tert-butyl ester

: 75629-56-0
1-ethoxycarbonylmethyl-3-(1-pyrrolidinylmethylene)-3H-indolium bromide

: 866601-48-1
2-cyano-3-(1-ethoxycarbonylmethyl-1H-indol-3-yl)-acrylic acid

Conditions

Conditions	Yield
With sodium ethanolate In ethanol; chloroform at 20℃;	97%

: 1116-98-9
cyanoacetic acid tert-butyl ester

: 502-42-1
cycloheptanone

: 885115-88-8
tert-butyl 2-amino-5,6,7,8-tetrahydro-4H-cyclohepta[b]thiophene-3-carboxylate

Conditions

Conditions	Yield
With morpholine; sulfur In ethanol at 45℃;	97%
With morpholine; sulfur In ethanol for 16h; Gewald Aminoheterocycles Synthesis; Reflux;	64%
With morpholine; sulfur In ethanol at 45℃; for 24h; Gewald Aminoheterocycles Synthesis;

: 1116-98-9
cyanoacetic acid tert-butyl ester

: 93-97-0
benzoic acid anhydride

: 115549-32-1
2-t-butoxycarbonyl-2-phenylacetonitrile

Conditions

Conditions	Yield
Stage #1: cyanoacetic acid tert-butyl ester With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -45℃; for 0.75h; Inert atmosphere; Stage #2: benzoic acid anhydride In tetrahydrofuran; hexane at -45℃; for 1h; Inert atmosphere;	97%
Stage #1: cyanoacetic acid tert-butyl ester With lithium diisopropyl amide In tetrahydrofuran; hexane at -45℃; for 0.75h; Stage #2: benzoic acid anhydride In tetrahydrofuran; hexane at -45 - 20℃; Further stages.;

: 1116-98-9
cyanoacetic acid tert-butyl ester

: 1236004-44-6
tert-butyl α-cyano-α-diazoacetate

Conditions

Conditions	Yield
With perfluorobutanesulfonyl azide; triethylamine In dichloromethane at 20℃; Inert atmosphere;	97%
With sodium azide; 3-Carboxybenzenesulfonyl chloride; potassium carbonate In water at 20℃; for 1h;	71%
With pyridine; triflic azide In hexane; acetonitrile for 24h; Inert atmosphere;	69%
With pyridine; triflic azide In hexane; acetonitrile at 20℃; for 24h; Inert atmosphere;
Stage #1: cyanoacetic acid tert-butyl ester With potassium carbonate; Methanesulfonyl azide In water at 20℃; Stage #2: With water; potassium carbonate at 20℃; for 3h;

: 1116-98-9
cyanoacetic acid tert-butyl ester

: 113583-35-0
4,6-dimethoxypyrimidin-2-yl methyl sulfone

: 1225226-84-5
tert-butyl 2-cyano-2-(4,6-dimethoxypyrimidin-2-yl)acetate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 60 - 70℃; for 6h; Inert atmosphere;	97%
With potassium carbonate In acetonitrile for 24h; Reflux;	87.3%

: 1116-98-9
cyanoacetic acid tert-butyl ester

: 5-(2-bromophenyl)-4-phenyl-1H-1,2,3-triazole

: tert-butyl 5-amino-1-phenyl[1,2,3]triazolo[5,1-a]isoquinoline-6-carboxylate

Conditions

Conditions	Yield
With copper(l) iodide; 1,10-Phenanthroline; potassium carbonate In dimethyl sulfoxide at 80℃; Inert atmosphere; Schlenk technique; Sealed tube; chemoselective reaction;	97%

: 1116-98-9
cyanoacetic acid tert-butyl ester

: 5-(2-bromophenyl)-4-(4-nitrophenyl)-1H-1,2,3-triazole

: tert-butyl 5-amino-1-(4-nitrophenyl)[1,2,3]triazolo[5,1-a]isoquinoline-6-carboxylate

Conditions

Conditions	Yield
With copper(l) iodide; 1,10-Phenanthroline; potassium carbonate In dimethyl sulfoxide at 80℃; Inert atmosphere; Schlenk technique; Sealed tube; chemoselective reaction;	97%

: 1116-98-9
cyanoacetic acid tert-butyl ester

: C56H57NOS3

: C63H66N2O2S3

Conditions

Conditions	Yield
With piperidine In tetrahydrofuran	96%

: 108-86-1
bromobenzene

: 1116-98-9
cyanoacetic acid tert-butyl ester

: 1072315-89-9
9-methylfluorene-9-([(13)C]-carbonyl) chloride

: [3-13C]-3-oxo-3-phenylpropanenitrile

Conditions

Conditions	Yield
Stage #1: bromobenzene; cyanoacetic acid tert-butyl ester; 9-methylfluorene-9-([(13)C]-carbonyl) chloride With dichloro(1,5-cyclooctadiene)palladium(II); N-Methyldicyclohexylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; magnesium chloride; tri tert-butylphosphoniumtetrafluoroborate In 1,4-dioxane at 100℃; for 18h; Glovebox; Inert atmosphere; Stage #2: With formic acid In 1,4-dioxane Inert atmosphere;	96%

Yield

Stage #1: bromobenzene; cyanoacetic acid tert-butyl ester; 9-methylfluorene-9-([(13)C]-carbonyl) chloride With dichloro(1,5-cyclooctadiene)palladium(II); N-Methyldicyclohexylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; magnesium chloride; tri tert-butylphosphoniumtetrafluoroborate In 1,4-dioxane at 100℃; for 18h; Glovebox; Inert atmosphere;
Stage #2: With formic acid In 1,4-dioxane Inert atmosphere;

96%

...Expand

: 1116-98-9
cyanoacetic acid tert-butyl ester

: 41948-92-9
5-ethoxy-1-methyl-3,4-dihydro-2H-pyrrolium; tetrafluoroborate

: 125138-99-0
Cyano-[1-methyl-pyrrolidin-(2E)-ylidene]-acetic acid tert-butyl ester

Conditions

Conditions	Yield
With sodium methylate In tetrahydrofuran for 1h; Ambient temperature;	95%

: 1116-98-9
cyanoacetic acid tert-butyl ester

: 86194-06-1
C20H14NO(1+)*I3(1-)

: 121030-45-3
Cyano-[1-oxo-2,3-diphenyl-1H-indolizin-(7E)-ylidene]-acetic acid tert-butyl ester

Conditions

Conditions	Yield
With pyridine for 1h; Ambient temperature;	95%

: 1116-98-9
cyanoacetic acid tert-butyl ester

: 123-08-0
4-hydroxy-benzaldehyde

: (E)-tert-butyl 2-cyano-3-(4-hydroxyphenyl)acrylate

Conditions

Conditions	Yield
With C8H18NO3(1+)*C2H4NO2(1-) In water at 20℃; Knoevenagel Condensation;	95%
With piperidine In dichloromethane at 20℃; for 20h; Knoevenagel Condensation; Inert atmosphere;	71%
With piperidine In ethanol Heating;
With piperidine In dichloromethane at 20℃; Inert atmosphere;

: 1116-98-9
cyanoacetic acid tert-butyl ester

: 100-52-7
benzaldehyde

: 1145-55-7
α-Cyanzimtsaeure-tert-butylester

Conditions

Conditions	Yield
quaternary ammonium-ordered porous silicate composite In benzene at 80℃; for 6h; Knoevenagel condensation;	95%
With piperidine In ethanol at 70℃; for 19h;	76%
With C21H13N3O6(2-)Zn(2+)2H2O In tetrahydrofuran at 50℃; for 1.5h; Knoevenagel Condensation;	45%

tert-Butyl cyanoacetate Specification

The Acetic acid, 2-cyano-,1,1-dimethylethyl ester, with the CAS registry number 1116-98-9, is also known as 1,1-Dimethylethyl cyanoacetate. It belongs to the product categories of C₆ to C₇; Carbonyl Compounds; Esters. Its EINECS number is 214-243-7. This chemical's molecular formula is C₇H₁₁NO₂ and molecular weight is 141.17. What's more, its IUPAC name is methyl tert-butyl 2-cyanoacetate. It is stable at common pressure and temperature, and it should be sealed and stored in a cool and dry place. Its storage temperature is 2 - 8 °C. What's more, it should be protected from oxides and acids. It is harmful if swallowed. When using it, you should avoid contacting with skin and eyes.

Physical properties of Acetic acid, 2-cyano-,1,1-dimethylethyl ester are: (1)ACD/LogP: 0.76; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.32; (4)ACD/LogD (pH 7.4): -1.73; (5)ACD/BCF (pH 5.5): 1; (6)ACD/KOC (pH 5.5): 1; (7)#H bond acceptors: 3; (8)#H bond donors: 0; (9)#Freely Rotating Bonds: 3; (10)Polar Surface Area: 50.09 Å²; (11)Index of Refraction: 1.426; (12)Molar Refractivity: 36.13 cm³; (13)Molar Volume: 140.9 cm³; (14)Surface Tension: 33.3 dyne/cm; (15)Density: 1.001 g/cm³; (16)Flash Point: 79 °C; (17)Enthalpy of Vaporization: 43.08 kJ/mol; (18)Boiling Point: 194.6 °C at 760 mmHg; (19)Vapour Pressure: 0.438 mmHg at 25°C.

Uses of Acetic acid, 2-cyano-,1,1-dimethylethyl ester: it can be used to produce cyano-(1-methyl-pyrrolidin-2-ylidene)-acetic acid tert-butyl ester at the ambient temperature. It will need reagent NaOMe and solvent tetrahydrofuran with the reaction time of 1 hour. The yield is about 95%.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CC(C)(C)OC(=O)CC#N
(2)InChI: InChI=1S/C7H11NO2/c1-7(2,3)10-6(9)4-5-8/h4H2,1-3H3
(3)InChIKey: BFNYNEMRWHFIMR-UHFFFAOYSA-N

Product Name

tert-Butyl cyanoacetate

Synthetic route

tert-Butyl cyanoacetate Specification

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