Product Name

  • Name

    Ethyl Succinyl Chloride

  • EINECS 238-855-9
  • CAS No. 14794-31-1
  • Article Data24
  • CAS DataBase
  • Density 1.179 g/cm3
  • Solubility 59.01g/L at 25℃
  • Melting Point
  • Formula C6H9ClO3
  • Boiling Point 207.8 °C at 760 mmHg
  • Molecular Weight 164.589
  • Flash Point 84.4 °C
  • Transport Information UN 3265 8/PG 2
  • Appearance clear colourless to yellow liquid
  • Safety 26-27-36/37/39-45-24/25
  • Risk Codes 34-36/37-14
  • Molecular Structure Molecular Structure of 14794-31-1 (Ethyl Succinyl Chloride)
  • Hazard Symbols CorrosiveC
  • Synonyms Propionicacid, 3-(chloroformyl)-, ethyl ester (6CI,7CI,8CI);3-(Ethoxycarbonyl)propanoylchloride;3-Chlorocarbonylpropionic acid ethyl ester;4-Ethoxy-4-oxobutanoic acid chloride;Ethyl 3-chlorocarbonylpropionate;Ethyl 4-chloro-4-oxobutyrate;b-Ethoxycarbonylpropionyl chloride;
  • PSA 43.37000
  • LogP 1.09510

Synthetic route

butanedioic acid, monoethyl ester
1070-34-4

butanedioic acid, monoethyl ester

ethyl 3-(chloroformyl)propionate
14794-31-1

ethyl 3-(chloroformyl)propionate

Conditions
ConditionsYield
With thionyl chloride In dichloromethane Heating;100%
With thionyl chloride for 1.5h; Heating;97%
With thionyl chloride In dichloromethane; N,N-dimethyl-formamide at 38℃; for 5h; Inert atmosphere;95%
succinic acid anhydride
108-30-5

succinic acid anhydride

ethanol
64-17-5

ethanol

ethyl 3-(chloroformyl)propionate
14794-31-1

ethyl 3-(chloroformyl)propionate

Conditions
ConditionsYield
Stage #1: succinic acid anhydride; ethanol for 2h; Reflux;
Stage #2: With thionyl chloride for 2h; Reflux;
82%
With thionyl chloride Yield given. Multistep reaction;
(E)-4-ethoxy-4-oxobut-2-enoic acid
2459-05-4

(E)-4-ethoxy-4-oxobut-2-enoic acid

ethyl 3-(chloroformyl)propionate
14794-31-1

ethyl 3-(chloroformyl)propionate

Conditions
ConditionsYield
With thionyl chloride for 5h; Heating;68%
sodium salt of succinic acid monoethyl ester

sodium salt of succinic acid monoethyl ester

ethyl 3-(chloroformyl)propionate
14794-31-1

ethyl 3-(chloroformyl)propionate

Conditions
ConditionsYield
With trichlorophosphate
succinic acid diethyl ester
123-25-1

succinic acid diethyl ester

ethyl 3-(chloroformyl)propionate
14794-31-1

ethyl 3-(chloroformyl)propionate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 60 percent / KOH / ethanol / 16 h / 0 °C
2: 97 percent / SOCl2 / 1.5 h / Heating
View Scheme
ethyl 3-(chloroformyl)propionate
14794-31-1

ethyl 3-(chloroformyl)propionate

ethyl cinnamate
4192-77-2

ethyl cinnamate

diethyl 4-oxo-3-phenylheptane-1,7-dioate

diethyl 4-oxo-3-phenylheptane-1,7-dioate

Conditions
ConditionsYield
With magnesium In N,N-dimethyl-formamide at 20℃; for 15h;100%
ethyl 3-(chloroformyl)propionate
14794-31-1

ethyl 3-(chloroformyl)propionate

amonafide
69408-81-7

amonafide

ethyl 4-N-[{2-[2-(dimethylamino)ethyl]-1,3-dioxo-2,3-dihydro-1H-benzo[de]isoquinolin-5-yl}amino]-4-oxobutanoate

ethyl 4-N-[{2-[2-(dimethylamino)ethyl]-1,3-dioxo-2,3-dihydro-1H-benzo[de]isoquinolin-5-yl}amino]-4-oxobutanoate

Conditions
ConditionsYield
In acetonitrile at 20℃; for 1h;100%
In acetonitrile at 20℃; for 1h;100%
ethyl 3-(chloroformyl)propionate
14794-31-1

ethyl 3-(chloroformyl)propionate

2,6-di-tert-butyl-4-{4-[3,5-di-tert-butyl-4-(4-hydroxybutoxy)phenylsulfanyl]piperidin-4-ylsulfanyl}phenol
1402049-46-0

2,6-di-tert-butyl-4-{4-[3,5-di-tert-butyl-4-(4-hydroxybutoxy)phenylsulfanyl]piperidin-4-ylsulfanyl}phenol

4-[4-[3,5-di-tert-butyl-4-(4-hydroxybutoxy)phenylsulfanyl]-4-(3,5-di-tert-butyl-4-hydroxyphenyl-sulfanyl)piperidin-1-yl]-4-oxobutyric acid ethyl ester
1402049-48-2

4-[4-[3,5-di-tert-butyl-4-(4-hydroxybutoxy)phenylsulfanyl]-4-(3,5-di-tert-butyl-4-hydroxyphenyl-sulfanyl)piperidin-1-yl]-4-oxobutyric acid ethyl ester

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 0.25h;100%
ethyl 3-(chloroformyl)propionate
14794-31-1

ethyl 3-(chloroformyl)propionate

diazomethyl-trimethyl-silane
18107-18-1

diazomethyl-trimethyl-silane

ethyl 5-bromo-4-oxopentanoate
14594-25-3

ethyl 5-bromo-4-oxopentanoate

Conditions
ConditionsYield
Stage #1: ethyl 3-(chloroformyl)propionate; diazomethyl-trimethyl-silane In diethyl ether; acetonitrile at 20℃; for 1h;
Stage #2: With hydrogen bromide In diethyl ether; acetic acid; acetonitrile at -20 - 20℃; for 16.33h;
99%
Stage #1: ethyl 3-(chloroformyl)propionate; diazomethyl-trimethyl-silane In hexane; acetonitrile for 2h;
Stage #2: With hydrogen bromide; acetic acid In hexane; acetonitrile for 1h;
64%
ethyl 3-(chloroformyl)propionate
14794-31-1

ethyl 3-(chloroformyl)propionate

methyl 2-amino-5-iodobenzoate
77317-55-6

methyl 2-amino-5-iodobenzoate

2-(3-ethoxycarbonyl-propionylamino)-5-iodo-benzoic acid methyl ester
884196-07-0

2-(3-ethoxycarbonyl-propionylamino)-5-iodo-benzoic acid methyl ester

Conditions
ConditionsYield
With dmap; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;99%
ethyl 3-(chloroformyl)propionate
14794-31-1

ethyl 3-(chloroformyl)propionate

(S)-(5-methoxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-propylamine hydrochloride
101403-24-1

(S)-(5-methoxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-propylamine hydrochloride

(S)-ethyl 4-((5-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)(propyl)amino)-4-oxobutanoate
1403822-87-6

(S)-ethyl 4-((5-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)(propyl)amino)-4-oxobutanoate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 3h;99%
4-hydroxy-2,5-diphenyl-1,3-thiazole
59484-42-3

4-hydroxy-2,5-diphenyl-1,3-thiazole

ethyl 3-(chloroformyl)propionate
14794-31-1

ethyl 3-(chloroformyl)propionate

2,5-diphenyl-4-<(ethyloxysuccinyl)oxy>thiazole
131786-91-9

2,5-diphenyl-4-<(ethyloxysuccinyl)oxy>thiazole

Conditions
ConditionsYield
With dmap In dichloromethane at 23℃; for 2h;97%
ethyl 3-(chloroformyl)propionate
14794-31-1

ethyl 3-(chloroformyl)propionate

4,4'-((1E,6E)-3,5-dioxohepta-1,6-diene-1,7-diyl)bis(1,4-phenylene) diethyl disuccinate

4,4'-((1E,6E)-3,5-dioxohepta-1,6-diene-1,7-diyl)bis(1,4-phenylene) diethyl disuccinate

Conditions
ConditionsYield
With dmap In dichloromethane at 20℃; for 2h; Inert atmosphere;97%
ethyl 3-(chloroformyl)propionate
14794-31-1

ethyl 3-(chloroformyl)propionate

(tert-Butoxycarbonylmethylene)triphenylphosphorane
86302-43-4

(tert-Butoxycarbonylmethylene)triphenylphosphorane

t-butyl 5-ethoxycarbonyl-3-oxo-2-(triphenylphosphoranylidine)-pentanoate
123475-42-3

t-butyl 5-ethoxycarbonyl-3-oxo-2-(triphenylphosphoranylidine)-pentanoate

Conditions
ConditionsYield
In benzene96%
In benzene at 8 - 20℃; for 1.5h;87%
In benzene 1.) 8 deg C, 5 min, 2.) r.t., 1.5 h;87%
ethyl 3-(chloroformyl)propionate
14794-31-1

ethyl 3-(chloroformyl)propionate

2-carboethoxy-4,5-dimethoxyaniline
20323-74-4

2-carboethoxy-4,5-dimethoxyaniline

4,5-dimethoxy-2-[(4-ethoxy-1,4-dioxobutyl)amino]benzoic acid ethyl ester
380396-37-2

4,5-dimethoxy-2-[(4-ethoxy-1,4-dioxobutyl)amino]benzoic acid ethyl ester

Conditions
ConditionsYield
With pyridine In tetrahydrofuran at 20℃; for 2h;96%
With pyridine In toluene at 20℃; for 4h;70%
ethyl 3-(chloroformyl)propionate
14794-31-1

ethyl 3-(chloroformyl)propionate

4-((1E,6E)-7-(4-(4-ethoxy-4-oxobutanoyloxy)-3-methoxyphenyl)-3,5-dioxohepta-1,6-dienyl)phenyl ethyl succinate

4-((1E,6E)-7-(4-(4-ethoxy-4-oxobutanoyloxy)-3-methoxyphenyl)-3,5-dioxohepta-1,6-dienyl)phenyl ethyl succinate

Conditions
ConditionsYield
With dmap In dichloromethane at 20℃; for 2h; Inert atmosphere;96%
ethyl 3-(chloroformyl)propionate
14794-31-1

ethyl 3-(chloroformyl)propionate

C13H10BrNO

C13H10BrNO

C19H18BrNO4

C19H18BrNO4

Conditions
ConditionsYield
In dichloromethane at 60℃; for 1h;96%
With sodium hydroxide In dichloromethane at 60℃; for 1h;96%
pyrrolidine
123-75-1

pyrrolidine

ethyl 3-(chloroformyl)propionate
14794-31-1

ethyl 3-(chloroformyl)propionate

C10H17NO3

C10H17NO3

Conditions
ConditionsYield
Stage #1: pyrrolidine With triethylamine In dichloromethane at 0℃; for 0.25h; Inert atmosphere;
Stage #2: ethyl 3-(chloroformyl)propionate In dichloromethane at 0 - 20℃; for 1h; Inert atmosphere;
96%
With triethylamine In dichloromethane at 0 - 20℃; for 1h; Inert atmosphere;96%
ethyl 3-(chloroformyl)propionate
14794-31-1

ethyl 3-(chloroformyl)propionate

4-amino-2,2,6,6-tetramethyl-1-piperidine-1-oxyl
14691-88-4

4-amino-2,2,6,6-tetramethyl-1-piperidine-1-oxyl

A

triethylamine hydrochloride
554-68-7

triethylamine hydrochloride

B

C15H27N2O4
82032-23-3

C15H27N2O4

Conditions
ConditionsYield
With triethylamine In benzene 1.) 0 degC, 2.) R.T. 12 h;A n/a
B 95%
ethyl 3-(chloroformyl)propionate
14794-31-1

ethyl 3-(chloroformyl)propionate

curcumin
458-37-7

curcumin

4,4'-((1E,6E)-3,5-dioxohepta-1,6-diene-1,7-diyl)bis(2-methoxy-1,4-phenylene) diethyl disuccinate

4,4'-((1E,6E)-3,5-dioxohepta-1,6-diene-1,7-diyl)bis(2-methoxy-1,4-phenylene) diethyl disuccinate

Conditions
ConditionsYield
With dmap In dichloromethane at 20℃; for 2h; Inert atmosphere;95%
ethyl 3-(chloroformyl)propionate
14794-31-1

ethyl 3-(chloroformyl)propionate

n-octylmagnesium chloride
38841-98-4

n-octylmagnesium chloride

4-Oxododecansaeure-ethylester
59941-35-4

4-Oxododecansaeure-ethylester

Conditions
ConditionsYield
With copper(l) iodide In tetrahydrofuran at 0 - 20℃;95%
With copper(l) iodide In tetrahydrofuran at 0 - 20℃; for 3h; Inert atmosphere;
ethyl 3-(chloroformyl)propionate
14794-31-1

ethyl 3-(chloroformyl)propionate

1,6,8-trihydroxy-3-methyl-9,10-anthraquinone
518-82-1

1,6,8-trihydroxy-3-methyl-9,10-anthraquinone

1,8-dihydroxy-6-methyl-9,10-anthraquinone-3-oxy ethyl succinate

1,8-dihydroxy-6-methyl-9,10-anthraquinone-3-oxy ethyl succinate

Conditions
ConditionsYield
With pyridine In dichloromethane at 0 - 20℃; for 3h;94.7%
tryptamine
61-54-1

tryptamine

ethyl 3-(chloroformyl)propionate
14794-31-1

ethyl 3-(chloroformyl)propionate

ethyl 4-{[2-(1H-Indol-3-yl)ethyl]amino}-4-oxobutanoate
1157-57-9

ethyl 4-{[2-(1H-Indol-3-yl)ethyl]amino}-4-oxobutanoate

Conditions
ConditionsYield
Stage #1: ethyl 3-(chloroformyl)propionate With triethylamine In dichloromethane at 20℃;
Stage #2: tryptamine In methanol; chloroform at 20℃;
94%
ethyl 3-(chloroformyl)propionate
14794-31-1

ethyl 3-(chloroformyl)propionate

1,1-dimethylethyl -<2-<<2-amino-3-(1H-indol-3-yl)-2-methyl-1-oxopropyl>amino>-1-phenylethyl>carbamate
146953-11-9

1,1-dimethylethyl -<2-<<2-amino-3-(1H-indol-3-yl)-2-methyl-1-oxopropyl>amino>-1-phenylethyl>carbamate

ethyl -4-<<2-<<2-<<(1,1-dimethylethoxy)carbonyl>amino>-2-phenylethyl>amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>amino>-4-oxobutanoate
146953-12-0

ethyl -4-<<2-<<2-<<(1,1-dimethylethoxy)carbonyl>amino>-2-phenylethyl>amino>-1-(1H-indol-3-ylmethyl)-1-methyl-2-oxoethyl>amino>-4-oxobutanoate

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran for 2h; Ambient temperature;93%
ethyl 3-(chloroformyl)propionate
14794-31-1

ethyl 3-(chloroformyl)propionate

Bis(trimethylsilyl)ethyne
14630-40-1

Bis(trimethylsilyl)ethyne

4-Oxo-6-trimethylsilanyl-hex-5-ynoic acid ethyl ester
178760-79-7

4-Oxo-6-trimethylsilanyl-hex-5-ynoic acid ethyl ester

Conditions
ConditionsYield
With aluminium trichloride In dichloromethane 1) 0 deg C, 15 min, 2) rt, 3 h;93%
With aluminium trichloride In dichloromethane at 0 - 20℃; for 4h; Acylation;
tetrakis-5,10,15,20-(o-aminophenyl)porphyrin
52199-35-6

tetrakis-5,10,15,20-(o-aminophenyl)porphyrin

ethyl 3-(chloroformyl)propionate
14794-31-1

ethyl 3-(chloroformyl)propionate

α-5,10,15,20-tetrakis{2-[3-(ethoxycarbonyl)propionylamido]phenyl}porphyrin

α-5,10,15,20-tetrakis{2-[3-(ethoxycarbonyl)propionylamido]phenyl}porphyrin

Conditions
ConditionsYield
Acylation;93%
With triethylamine In tetrahydrofuran at 0℃;93%
thiophene
188290-36-0

thiophene

ethyl 3-(chloroformyl)propionate
14794-31-1

ethyl 3-(chloroformyl)propionate

ethyl 4-oxo-4-(thiophen-2-yl)butanoate
59086-25-8

ethyl 4-oxo-4-(thiophen-2-yl)butanoate

Conditions
ConditionsYield
With tin(IV) chloride In dichloromethane at 20℃; for 2h; Cooling;93%
With tin(IV) chloride In dichloromethane at 20℃; Friedel-Crafts;83%
With tin(IV) chloride In dichloromethane at 0 - 20℃; Friedel Crafts acylation;
With tin(IV) chloride at 20℃; Friedel-Crafts Acylation;
ethyl 3-(chloroformyl)propionate
14794-31-1

ethyl 3-(chloroformyl)propionate

L-valylaminooctadecane

L-valylaminooctadecane

N-(2-methyl-1-octadecylcarbamoyl-propyl)-succinamic acid ethyl ester

N-(2-methyl-1-octadecylcarbamoyl-propyl)-succinamic acid ethyl ester

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 20℃; for 12h;93%
ethyl 3-(chloroformyl)propionate
14794-31-1

ethyl 3-(chloroformyl)propionate

2-aminoacetophenone hydrochloride
5468-37-1

2-aminoacetophenone hydrochloride

N-(3-Carbethoxypropanoyl)-ω-aminoacetophenone
133602-34-3

N-(3-Carbethoxypropanoyl)-ω-aminoacetophenone

Conditions
ConditionsYield
In pyridine at 25℃; for 96h;92%
ethyl 3-(chloroformyl)propionate
14794-31-1

ethyl 3-(chloroformyl)propionate

1'-(3-aza-spiro[5.5]undecane-9-carbonyl)-[4,4']bipiperidinyl-1-carboxylic acid benzyl ester

1'-(3-aza-spiro[5.5]undecane-9-carbonyl)-[4,4']bipiperidinyl-1-carboxylic acid benzyl ester

1'-[3-(3-ethoxycarbonyl-propionyl)-3-aza-spiro[5.5]undecane-9-carbonyl]-[4,4']bipiperidinyl-1-carboxylic acid benzyl ester
352348-32-4

1'-[3-(3-ethoxycarbonyl-propionyl)-3-aza-spiro[5.5]undecane-9-carbonyl]-[4,4']bipiperidinyl-1-carboxylic acid benzyl ester

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane92%
ethyl 3-(chloroformyl)propionate
14794-31-1

ethyl 3-(chloroformyl)propionate

α-5,10,15-tris(2-aminophenyl)-α-20-[2-(acetylamido)phenyl]-porphyrin

α-5,10,15-tris(2-aminophenyl)-α-20-[2-(acetylamido)phenyl]-porphyrin

α-5,10,15-tris{2-[3-(ethoxycarbonyl)propionylamido]phenyl}-α-20-[2-(acetylamido)phenyl]-porphyrin

α-5,10,15-tris{2-[3-(ethoxycarbonyl)propionylamido]phenyl}-α-20-[2-(acetylamido)phenyl]-porphyrin

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 0℃;92%
ethyl 3-(chloroformyl)propionate
14794-31-1

ethyl 3-(chloroformyl)propionate

8-methoxy-2,3,4,4a,5,9b-hexahydro-1h-indeno[1,2-b]pyridine

8-methoxy-2,3,4,4a,5,9b-hexahydro-1h-indeno[1,2-b]pyridine

ethyl 4-(8-methoxy-2,3,4,4a,5,9b-hexahydro-1H-indeno[1,2-b]pyridin-1-yl)-4-oxobutanoate

ethyl 4-(8-methoxy-2,3,4,4a,5,9b-hexahydro-1H-indeno[1,2-b]pyridin-1-yl)-4-oxobutanoate

Conditions
ConditionsYield
With sodium hydroxide In dichloromethane; water at 0 - 20℃; for 2h;92%
ethyl 3-(chloroformyl)propionate
14794-31-1

ethyl 3-(chloroformyl)propionate

(2-aminophenyl)-(3-methoxyphenyl)methanone
38824-11-2

(2-aminophenyl)-(3-methoxyphenyl)methanone

C20H21NO5

C20H21NO5

Conditions
ConditionsYield
In dichloromethane at 60℃; for 1h;92%
In dichloromethane at 60℃; for 1h;92%
ethyl 3-(chloroformyl)propionate
14794-31-1

ethyl 3-(chloroformyl)propionate

2-amino-3-methylbenzamide
1885-32-1

2-amino-3-methylbenzamide

2-(1,4-dioxo-4-ethoxybutylamino)-3-methylbenzamide

2-(1,4-dioxo-4-ethoxybutylamino)-3-methylbenzamide

Conditions
ConditionsYield
With pyridine In tetrahydrofuran for 16h;92%
With pyridine In tetrahydrofuran for 16h;92%

Ethyl succinyl chloride Chemical Properties

Molecular Structure of Butanoic acid, 4-chloro-4-oxo-, ethyl ester (CAS NO.14794-31-1):

IUPAC Name: ethyl 4-chloro-4-oxobutanoate 
Empirical Formula: C6H9ClO3
Molecular Weight: 164.5869
Sensitive: Moisture Sensitive
BRN: 1766126
EINECS: 238-855-9
H bond acceptors: 3
H bond donors: 0
Freely Rotating Bonds: 5
Polar Surface Area: 43.37Å2
Index of Refraction: 1.436
Molar Refractivity: 36.49 cm3
Molar Volume: 139.5 cm3
Surface Tension: 34.8 dyne/cm
Density: 1.179 g/cm3
Flash Point: 84.4 °C
Enthalpy of Vaporization: 44.41 kJ/mol
Boiling Point: 207.8 °C at 760 mmHg
Vapour Pressure: 0.22 mmHg at 25°C
InChI
InChI=1/C6H9ClO3/c1-2-10-6(9)4-3-5(7)8/h2-4H2,1H3
Smiles
O=C(OCC)CCC(Cl)=O

Ethyl succinyl chloride Safety Profile

Hazard Codes: CorrosiveC
Risk Statements: 34-36/37-14
R34:Causes burns. 
R36/37:Irritating to eyes and respiratory system. 
R14 :Reacts violently with water.
Safety Statements: 26-27-36/37/39-45-24/25
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S27:Take off immediately all contaminated clothing. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S24/25:Avoid contact with skin and eyes.
RIDADR: UN 3265 8/PG 2
WGK Germany: 3
HazardClass: 8
PackingGroup: II

Ethyl succinyl chloride Specification

  Butanoic acid, 4-chloro-4-oxo-, ethyl ester , with CAS number of 14794-31-1, can be called Ethyl 3-(chloroformyl)propionate ; 3-Carbethoxypropionyl chloride ; 3-Chlorocarbonylpropionic acid ethyl ester ; 4-Chloro-4-oxobutanoic acid ethylester ; 4-Ethoxy-4-oxobutanoic acid chloride ; Monoethylsuccinoyl chloride ; b-Ethoxycarbonylpropionyl chloride ; b-Carbethoxypropionyl chloride . It is a clear colourless to yellow liquid.

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