Ethyl oxalyl monochloride supplier

Name
Ethyl oxalyl monochloride
EINECS 225-285-0
CAS No. 4755-77-5
Article Data46
CAS DataBase
Density 1.281 g/cm³
Solubility Slightly miscible with water.
Melting Point 135oC
Formula C₄H₅ClO₃
Boiling Point 137 °C at 760 mmHg
Molecular Weight 136.535
Flash Point 41.7 °C
Transport Information UN 2920
Appearance clear liquid
Safety 8-45-36/37/39-26-16
Risk Codes 34-29-20/21/22-14-10-37-36
Molecular Structure
Hazard Symbols C, F
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;
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

Conditions	Yield
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%

...Expand

: 95-92-1
oxalic acid diethyl ester

A: 75-00-3
chloroethane

B: 4755-77-5
Ethyl oxalyl chloride

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
With hydrogenchloride for 8h;	A 3% B 16%

...Expand

: 617-37-8
oxalic acid monoethyl ester

: 4755-77-5
Ethyl oxalyl chloride

Conditions

Conditions	Yield
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

Conditions	Yield
With platinum

: 95-92-1
oxalic acid diethyl ester

: 4755-77-5
Ethyl oxalyl chloride

Conditions

Conditions	Yield
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

Conditions	Yield
Heating;

: 6957-89-7
Ethyl dichloro-(ethoxy)-acetate

A: 75-00-3
chloroethane

B: 4755-77-5
Ethyl oxalyl chloride

Conditions

Conditions	Yield
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

Conditions	Yield
at 180 - 190℃; Yield given. Yields of byproduct given;

...Expand

: 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

Conditions	Yield
With thionyl chloride

potassium salt of oxalic acid monoethyl ester: potassium salt of oxalic acid monoethyl ester

: 4755-77-5
Ethyl oxalyl chloride

Conditions

Conditions	Yield
With trichlorophosphate
With phosphorus pentachloride

: 7719-09-7
thionyl chloride

: 617-37-8
oxalic acid monoethyl ester

: 4755-77-5
Ethyl oxalyl chloride

Conditions

Conditions	Yield
bei Kochen;

: 617-37-8
oxalic acid monoethyl ester

: 10025-87-3, 12599-09-6, 63736-95-8
trichlorophosphate

: 4755-77-5
Ethyl oxalyl chloride

Conditions

Conditions	Yield
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

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

...Expand

: 4755-77-5
Ethyl oxalyl chloride

: 100-61-8
N-methylaniline

: 1457-86-9
ethyl-2-(methyl(phenyl)amino)-2-oxoacetate

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
With pyridine In dichloromethane at 0℃; for 0.5h;	100%
With triethylamine In dichloromethane at 0 - 20℃;	99%
With potassium carbonate	89%
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃; Condensation;	100%

Ethyl oxalyl monochloride Chemical Properties

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

Ethyl oxalyl monochloride Safety Profile

Safety Information of Acetic acid, 2-chloro-2-oxo-, ethyl ester (CAS NO.4755-77-5):
Hazard Codes: C Corrosive
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)

Ethyl oxalyl monochloride 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 .

Product Name

Ethyl oxalyl monochloride

Synthetic route

Ethyl oxalyl monochloride Chemical Properties

Ethyl oxalyl monochloride Safety Profile

Ethyl oxalyl monochloride Specification

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