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4755-77-5

Basic Information
CAS No.: 4755-77-5
Name: Acetic acid,2-chloro-2-oxo-, ethyl ester
Molecular Structure:
Molecular Structure of 4755-77-5 (Acetic acid,2-chloro-2-oxo-, ethyl ester)
Formula: C4H5ClO3
Molecular Weight: 136.53
Synonyms: Aceticacid, chlorooxo-, ethyl ester (9CI);Glyoxylic acid, chloro-, ethyl ester(6CI,7CI,8CI);1-(Chlorocarbonyl)formic acid ethyl ester;Chloroglyoxylic acidethyl ester;Ethoxalyl chloride;Ethyl (chlorocarbonyl)carboxylate;Ethyl (chloroformyl)formate;Ethyl2-chloro-2-oxoacetate;Ethyl 2-chloro-2-oxoethanoate;Ethyl chloroglyoxylate;Ethyl chlorooxoacetate;Monoethyl oxalate chloride;Monoethyl oxalate monochloride;Monoethyl oxaloylchloride;NSC 80644;Oxalic acid chloride ethyl ester;Oxalic acid monoethyl estermonochloride;Oxalyl chloride ethyl ester;
EINECS: 225-285-0
Density: 1.281 g/cm3
Melting Point: 135oC
Boiling Point: 137 °C at 760 mmHg
Flash Point: 41.7 °C
Solubility:
Appearance: clear liquid
Hazard Symbols: CorrosiveC, FlammableF
Risk Codes: 34-29-20/21/22-14-10-37-36
Safety: 8-45-36/37/39-26-16
Transport Information: UN 2920
PSA: 43.37000
LogP: 0.31490
Synthetic route
95-92-1

oxalic acid diethyl ester

A

79-37-8

oxalyl dichloride

B

75-00-3

chloroethane

C

63938-37-4

1,2-diethoxy-tetrachloro-ethane

D

98019-44-4

ethoxy-dichloro-acetyl chloride

E

4755-77-5

Ethyl oxalyl chloride

Conditions
ConditionsYield
With phosphorus pentachloride; manganese(ll) chloride at 90℃; for 5h; Product distribution; other catalysts (CuCl2, ZnCl2, CdCl2, CrCl3, FeCl3, CoCl2, PdCl2) and temperatures (from 70 to 130 deg C);A n/a
B n/a
C n/a
D n/a
E 83.7%
95-92-1

oxalic acid diethyl ester

A

75-00-3

chloroethane

B

4755-77-5

Ethyl oxalyl chloride

Conditions
ConditionsYield
With phosphorus pentachloride at 90℃; for 5h;A n/a
B 83.7%
79-37-8

oxalyl dichloride

64-17-5

ethanol

4755-77-5

Ethyl oxalyl chloride

Conditions
ConditionsYield
In dichloromethane at 0 - 20℃; for 2.33333h;81%
at 0 - 20℃; for 3h;75%
at 0 - 20℃; for 2.33333h;69.6%
1906-57-6

potassium monoethyl oxalate

4755-77-5

Ethyl oxalyl chloride

Conditions
ConditionsYield
With thionyl chloride In diethyl ether at 60℃; Cooling with ice; Inert atmosphere;76.2%
With thionyl chloride

potassium cyanate

86523-76-4

N-(4-aminophenyl)-3-<4-(2-pyridinyl)-1-piperazinyl>propanamide

A

4755-77-5

Ethyl oxalyl chloride

B

86523-79-7

N-<4-<(aminocarbonyl)amino>phenyl>-3-<4-(2-pyridinyl)-1-piperazinyl>propanamide

Conditions
ConditionsYield
With hydrogenchloride for 8h;A 3%
B 16%
617-37-8

oxalic acid monoethyl ester

4755-77-5

Ethyl oxalyl chloride

Conditions
ConditionsYield
With thionyl chloride
With phosphorus pentachloride
With oxalyl dichloride In N,N-dimethyl-formamide at 20℃; for 4h;
6957-89-7

Ethyl dichloro-(ethoxy)-acetate

4755-77-5

Ethyl oxalyl chloride

Conditions
ConditionsYield
With platinum
95-92-1

oxalic acid diethyl ester

4755-77-5

Ethyl oxalyl chloride

Conditions
ConditionsYield
With phosphorus pentachloride anschliessend Destillieren des gebieldeten Aethoxydichloressigsaeure-aethylesters im Vakuum, Erhitzen auf 160-170grad und wiederholt Fraktionieren;
With phosphorus pentachloride at 130℃; darauffolgende Vakuum-Destillation und Zerlegung des Aethoxy-dichloressigsaeureaethylesters durch mehrfache Destillation bei gewoehnlichem Druck;
With phosphorus pentachloride
With phosphorus pentachloride
Stage #1: oxalic acid diethyl ester With potassium acetate In water at 70 - 80℃; for 2h;
Stage #2: With thionyl chloride In diethyl ether for 15h; Cooling with ice; Reflux;
12.22 g
90952-82-2

Dichlor-isobutyloxy-essigsaeure-ethylester

4755-77-5

Ethyl oxalyl chloride

Conditions
ConditionsYield
Heating;
6957-89-7

Ethyl dichloro-(ethoxy)-acetate

A

75-00-3

chloroethane

B

4755-77-5

Ethyl oxalyl chloride

Conditions
ConditionsYield
With phosphorus pentachloride Product distribution; 1) 95 deg C to 100 deg C, 4d, 2) 180 deg C to 200 deg C, 6h;
91467-21-9

3-isopropyl-5-chloro-5-ethoxyoxazolidine-2,4-dione

A

91467-24-2

3-isopropyloxazolidine-2,4,5-trione

B

4755-77-5

Ethyl oxalyl chloride

C

1795-48-8

Isopropyl isocyanate

Conditions
ConditionsYield
at 180 - 190℃; Yield given. Yields of byproduct given;
10026-13-8, 874483-75-7

phosphorus pentachloride

95-92-1

oxalic acid diethyl ester

4755-77-5

Ethyl oxalyl chloride

potassium ethyl oxalate

potassium ethyl oxalate

4755-77-5

Ethyl oxalyl chloride

Conditions
ConditionsYield
With thionyl chloride
potassium salt of oxalic acid monoethyl ester

potassium salt of oxalic acid monoethyl ester

4755-77-5

Ethyl oxalyl chloride

Conditions
ConditionsYield
With trichlorophosphate
With phosphorus pentachloride
7719-09-7

thionyl chloride

617-37-8

oxalic acid monoethyl ester

4755-77-5

Ethyl oxalyl chloride

Conditions
ConditionsYield
bei Kochen;
617-37-8

oxalic acid monoethyl ester

4755-77-5

Ethyl oxalyl chloride

Conditions
ConditionsYield
beim Behandeln von aethyloxalsaurem Kalium;
79-37-8

oxalyl dichloride

109-92-2

ethyl vinyl ether

A

6191-99-7, 99471-66-6

(2E)-3-ethoxyprop-2-enoyl chloride

B

4755-77-5

Ethyl oxalyl chloride

Conditions
ConditionsYield
Stage #1: oxalyl dichloride; ethyl vinyl ether at 0 - 5℃; for 12h;
Stage #2: at 120℃; for 2h;
4755-77-5

Ethyl oxalyl chloride

100-61-8

N-methylaniline

1457-86-9

ethyl-2-(methyl(phenyl)amino)-2-oxoacetate

Conditions
ConditionsYield
With triethylamine In dichloromethane for 0.5h; Ambient temperature;100%
With triethylamine In dichloromethane at 0 - 20℃;85%
With pyridine
With pyridine In dichloromethane for 5h; Ambient temperature;
14678-02-5

5-amino-3-methylisoxazole

4755-77-5

Ethyl oxalyl chloride

41230-59-5

ethyl 2-((3-methylisoxazol-5-yl)amino)-2-oxoacetate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 5℃; for 2h;100%
With triethylamine In chloroform
In pyridine at 20℃; for 1.5h;30.7 g
98-16-8

3-trifluoromethylaniline

4755-77-5

Ethyl oxalyl chloride

17738-86-2

ethyl 2-oxo-2-((3-(trifluoromethyl)phenyl)amino)acetate

Conditions
ConditionsYield
With triethylamine In ethyl acetate at 0 - 19℃; for 2.5h; Product distribution / selectivity;100%
With triethylamine In dichloromethane at 0℃; for 0.166667h; Product distribution / selectivity;99%
With triethylamine In dichloromethane for 0.166667h; Cooling;99%
1591-38-4

2-amino-6-methoxybenzamide

4755-77-5

Ethyl oxalyl chloride

54249-44-4

ethyl ((2-(aminocarbonyl)-3-methoxyphenyl)amino)(oxo)acetate

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 35℃; for 2h; Cooling with ice;100%
With pyridine In dichloromethane
455-14-1

4-trifluoromethylphenylamine

4755-77-5

Ethyl oxalyl chloride

69066-00-8

ethyl 2-oxo-2-((4-(trifluoromethyl)phenyl)amino)acetate

Conditions
ConditionsYield
With sodium hydrogencarbonate In dichloromethane at 0 - 20℃; for 8h;100%
With triethylamine In tetrahydrofuran at 20℃;99%
With pyridine In dichloromethane at 0 - 20℃; for 43h; Reflux; Inert atmosphere; Schlenk technique;96%
38487-91-1

2-amino-p-anisamide

4755-77-5

Ethyl oxalyl chloride

54166-80-2

ethyl ((2-(aminocarbonyl)-5-methoxyphenyl)amino)(oxo)acetate

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 35℃; for 2h; Cooling with ice;100%
With dmap; N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; Inert atmosphere;72%
With pyridine
4755-77-5

Ethyl oxalyl chloride

62-53-3

aniline

1457-85-8

Ethyl oxanilate

Conditions
ConditionsYield
With pyridine In dichloromethane at 0 - 20℃; for 2.5h; Inert atmosphere; Schlenk technique;100%
With triethylamine In dichloromethane at 20℃; for 1h;91%
With triethylamine In dichloromethane at 20℃; for 1h;91%
4755-77-5

Ethyl oxalyl chloride

88-05-1

2,4,6-trimethylaniline

79354-30-6

2-(2,4,6-trimethylphenylamino)-2-oxoacetic acid ethyl ester

Conditions
ConditionsYield
With pyridine at 20℃; for 1.5h; Inert atmosphere;100%
With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere;97%
In tetrahydrofuran at 70℃; for 1h;96%
1121-30-8

1-hydroxy-2(1H)-pyridinethione

4755-77-5

Ethyl oxalyl chloride

133616-54-3

N-ethoxyoxalyloxy-2-thiopyridone

Conditions
ConditionsYield
With pyridine In benzene at 0℃; for 0.5h;100%
496-15-1

1-indoline

4755-77-5

Ethyl oxalyl chloride

131328-01-3

ethyl α-oxo-α-(N-indolinyl)-acetate

Conditions
ConditionsYield
With triethylamine In dichloromethane 1.) 0 deg C, 10 min, 2.) RT, 1 h;100%
In tetrahydrofuran for 2h; Heating;63%
1484-13-5

9-vinyl-9H-carbazole

4755-77-5

Ethyl oxalyl chloride

105633-64-5

(E)-4-Carbazol-9-yl-2-oxo-but-3-enoic acid ethyl ester

Conditions
ConditionsYield
With pyridine In chloroform for 2.5h; Ambient temperature;100%
39837-37-1

1,1-Bis--ethylen

4755-77-5

Ethyl oxalyl chloride

105633-48-5

2-Oxo-4,4-bis-p-tolylsulfanyl-but-3-enoic acid ethyl ester

Conditions
ConditionsYield
With pyridine In chloroform for 0.2h; Ambient temperature;100%
932-96-7

N-methyl(p-chloroaniline)

4755-77-5

Ethyl oxalyl chloride

129049-19-0

N-(4-Chloro-phenyl)-N-methyl-oxalamic acid ethyl ester

Conditions
ConditionsYield
With triethylamine In dichloromethane for 0.5h; Ambient temperature;100%
7066-13-9

2-aminonaphthalene-1-carbonitrile

4755-77-5

Ethyl oxalyl chloride

80999-53-7

2-ethoxalylaminonaphthalene-1-carbonitrile

Conditions
ConditionsYield
In pyridine Ambient temperature;100%
105633-65-6

C14H10Cl2S2

4755-77-5

Ethyl oxalyl chloride

105633-49-6

Ethyl 4,4-bis<4-chlorophenylthio>-2-oxo-3-butenoate

Conditions
ConditionsYield
With pyridine In chloroform for 24h; Ambient temperature;100%
4755-77-5

Ethyl oxalyl chloride

138380-46-8

3,3-Dihydroxy-2-oxo-propionic acid ethyl ester

Conditions
ConditionsYield
With 3,3-dimethyldioxirane In acetone Ambient temperature;100%
4755-77-5

Ethyl oxalyl chloride

144690-86-8

ethyl 1-[(2'-t-butoxycarbonylbiphenyl-4-yl)methyl]-4-hydroxymethyl-2-propylimidazole-5-carboxylate

1026694-93-8

Oxalic acid 1-(2'-tert-butoxycarbonyl-biphenyl-4-ylmethyl)-5-ethoxycarbonyl-2-propyl-1H-imidazol-4-ylmethyl ester ethyl ester

Conditions
ConditionsYield
With triethylamine In dichloromethane for 0.5h; Ambient temperature;100%
4755-77-5

Ethyl oxalyl chloride

188411-47-4

benzyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate

188411-48-5

2-(Ethoxyoxalyl-amino)-4,5,6,7-tetrahydro-benzo[b]thiophene-3-carboxylic acid benzyl ester

Conditions
ConditionsYield
With triethylamine In dichloromethane 0 deg C, 0.5 h; room temperature, 20 h;100%
2627-86-3

(S)-1-phenyl-ethylamine

4755-77-5

Ethyl oxalyl chloride

164219-31-2

ethyl (S)-2-oxo-2-((1-phenylethyl)amino)acetate

Conditions
ConditionsYield
With pyridine In dichloromethane at 0℃; for 0.5h;100%
With triethylamine In dichloromethane at 0 - 20℃;99%
With potassium carbonate89%
With pyridine In dichloromethane at 0 - 20℃;
4755-77-5

Ethyl oxalyl chloride

245112-27-0

1-[2-(1,1-dimethyl-allyl)-1H-indol-3-yl]-3-hydroxy-propan-2-one

245112-28-1

oxalic acid 3-[2-(1,1-dimethyl-allyl)-1H-indol-3-yl]-2-oxo-propyl ester ethyl ester

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran Acylation;100%
4755-77-5

Ethyl oxalyl chloride

1-{2-[(6-chloro-benzo[1,3]dioxol-5-ylmethyl)-amino]-phenyl}-propan-1-one

N-(6-chloro-benzo[1,3]dioxol-5-ylmethyl)-N-(2-propionyl-phenyl)-oxalamic acid ethyl ester

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 20℃; Condensation;100%
4755-77-5

Ethyl oxalyl chloride

1-{2-[(6-chloro-benzo[1,3]dioxol-5-ylmethyl)-amino]-phenyl}-3-furan-3-yl-propan-1-one

N-(6-chloro-benzo[1,3]dioxol-5-ylmethyl)-N-[2-(3-furan-3-yl-propionyl)-phenyl]-oxalamic acid ethyl ester

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 20℃; Condensation;100%
4755-77-5

Ethyl oxalyl chloride

1-{2-[(6-chloro-benzo[1,3]dioxol-5-ylmethyl)-amino]-phenyl}-3-furan-2-yl-propan-1-one

N-(6-chloro-benzo[1,3]dioxol-5-ylmethyl)-N-[2-(3-furan-2-yl-propionyl)-phenyl]-oxalamic acid ethyl ester

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 20℃; Condensation;100%
4755-77-5

Ethyl oxalyl chloride

1-{2-[(6-chloro-benzo[1,3]dioxol-5-ylmethyl)-amino]-phenyl}-3-phenyl-propan-1-one

N-(6-chloro-benzo[1,3]dioxol-5-ylmethyl)-N-[2-(3-phenyl-propionyl)-phenyl]-oxalamic acid ethyl ester

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 20℃; Condensation;100%
4755-77-5

Ethyl oxalyl chloride

292859-75-7

1-{2-[(benzo[1,3]dioxol-5-ylmethyl)-amino]-phenyl}-3-(4-methoxy-phenyl)-propan-1-one

292859-74-6

N-benzo[1,3]dioxol-5-ylmethyl-N-{2-[3-(4-methoxy-phenyl)-propionyl]-phenyl}-oxalamic acid ethyl ester

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 20℃; Condensation;100%
4755-77-5

Ethyl oxalyl chloride

3-benzo[1,3]dioxol-5-yl-1-[2-(4-methoxy-benzylamino)-phenyl]-propan-1-one

N-[2-(3-benzo[1,3]dioxol-5-yl-propionyl)-phenyl]-N-(4-methoxy-benzyl)-oxalamic acid ethyl ester

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 20℃; Condensation;100%
4755-77-5

Ethyl oxalyl chloride

1-{2-[(6-chloro-benzo[1,3]dioxol-5-ylmethyl)-amino]-phenyl}-3-pyridin-3-yl-propan-1-one

N-(6-chloro-benzo[1,3]dioxol-5-ylmethyl)-N-[2-(3-pyridin-3-yl-propionyl)-phenyl]-oxalamic acid ethyl ester

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 20℃; Condensation;100%
4755-77-5

Ethyl oxalyl chloride

1-{2-[(7-bromo-benzo[1,3]dioxol-5-ylmethyl)-amino]-phenyl}-3-(4-methoxy-phenyl)-propan-1-one

N-(7-bromo-benzo[1,3]dioxol-5-ylmethyl)-N-{2-[3-(4-methoxy-phenyl)-propionyl]-phenyl}-oxalamic acid ethyl ester

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 20℃; Condensation;100%
4755-77-5

Ethyl oxalyl chloride

3-(4-bromo-phenyl)-1-{2-[(6-chloro-benzo[1,3]dioxol-5-ylmethyl)-amino]-phenyl}-propan-1-one

N-{2-[3-(4-bromo-phenyl)-propionyl]-phenyl}-N-(6-chloro-benzo[1,3]dioxol-5-ylmethyl)-oxalamic acid ethyl ester

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 20℃; Condensation;100%
4755-77-5

Ethyl oxalyl chloride

1-{2-[(7-methoxy-benzo[1,3]dioxol-5-ylmethyl)-amino]-phenyl}-3-(4-methoxy-phenyl)-propan-1-one

N-(7-methoxy-benzo[1,3]dioxol-5-ylmethyl)-N-{2-[3-(4-methoxy-phenyl)-propionyl]-phenyl}-oxalamic acid ethyl ester

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 20℃; Condensation;100%
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  • 4755-77-5  Acetic acid,2-chloro-2-oxo-, ethyl ester

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    4755-77-5 Acetic acid,2-chloro-2-oxo-, ethyl ester

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    Ethyl oxalyl monochloride

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    Oxalic acid monoethyl ester chloride

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    4755-77-5

    Ethyl oxalyl chloride

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    Product name Ethyl oxalyl chloride Molecular formula C4H5ClO3 CAS 4755-77-5 Molecular weight

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Chemistry

Product Name: Acetic acid, 2-chloro-2-oxo-, ethyl ester (CAS NO.4755-77-5)


Molecular Formula: C4H5ClO3
Molecular Weight: 136.5337g/mol
Mol File: 4755-77-5.mol
EINECS: 225-285-0
Melting Point: 135 °C
Boiling point: 137 °C at 760 mmHg
Flash Point: 41.7 °C
Density: 1.281 g/cm3
Surface Tension: 35.2 dyne/cm
Enthalpy of Vaporization: 37.44 kJ/mol
Vapour Pressure: 7.19 mmHg at 25°C
XLogP3-AA: 1.4
H-Bond Donor: 0
H-Bond Acceptor: 3
Structure Descriptors of Acetic acid, 2-chloro-2-oxo-, ethyl ester (CAS NO.4755-77-5):
  IUPAC Name: ethyl 2-chloro-2-oxoacetate
  Canonical SMILES: CCOC(=O)C(=O)Cl
  InChI: InChI=1S/C4H5ClO3/c1-2-8-4(7)3(5)6/h2H2,1H3 
  InChIKey: OWZFULPEVHKEKS-UHFFFAOYSA-N 

Safety Profile

Safety Information of Acetic acid, 2-chloro-2-oxo-, ethyl ester (CAS NO.4755-77-5):
Hazard Codes: CCorrosive
Risk Statements: R10;R34;R37 
10:  Flammable
34:  Causes burns
37:  Irritating to the respiratory system     
Safety Statements: S26;S36/37/39;S45
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
36:  Wear suitable protective clothing  
37:  Wear suitable gloves 
39:  Wear eye/face protection 
45:  In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)

Specification

 Acetic acid, 2-chloro-2-oxo-, ethyl ester , its CAS NO. is 4755-77-5, the synonyms are  EINECS 225-285-0 ; Ethoxalyl chloride ; Ethyl 2-chloro-2-oxoacetate ; Ethyl chloroglyoxylate ; Ethyl oxalyl chloride ; Glyoxylic acid, chloro-, ethyl ester ; Monoethyl oxaloyl chloride ; NSC 80644 ; Oxalic acid monoethyl ester chloride ; Oxalyl chloride, ethyl ester ; Acetic acid, chlorooxo-, ethyl ester .