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Ethyl oxamate

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Name

Ethyl oxamate

EINECS 210-512-8
CAS No. 617-36-7 Density 1.184g/cm3
PSA 69.39000 LogP -0.26490
Solubility N/A Melting Point 114-116°C
Formula C4H7NO3 Boiling Point 188.7 °C at 760 mmHg
Molecular Weight 117.104 Flash Point 87 °C
Transport Information N/A Appearance white crystalline powder
Safety 24/25-22 Risk Codes N/A
Molecular Structure Molecular Structure of 617-36-7 (ETHYL OXAMATE) Hazard Symbols N/A
Synonyms

Aceticacid, aminooxo-, ethyl ester (9CI);Oxamic acid, ethyl ester (6CI,7CI,8CI);2-Amino-2-(oxo)acetic acid ethyl ester;Ethoxalamide;Ethyl2-amino-2-oxoacetate;Ethyl oxamate;NSC 48381;Oxalic acid monoethyl esteramide;Oxamethane;

Article Data 28

Ethyl oxamate Synthetic route

623-49-4

ethyl cyanoformate

617-36-7

Ethyl oxamate

Conditions
ConditionsYield
With manganese(IV) oxide; water In isopropyl alcohol at 30℃; under 5171.62 Torr; for 0.25h;96%
Stage #1: ethyl cyanoformate With phosphoric acid In dibutyl ether at 115℃; for 1.5h;
Stage #2: With potassium carbonate In ethanol
50%
95-92-1

oxalic acid diethyl ester

A

617-36-7

Ethyl oxamate

B

51-79-6

urethane

Conditions
ConditionsYield
With di(n-butyl)tin oxide at 140℃; for 12h; Inert atmosphere;A 80%
B 80%
With di(n-butyl)tin oxide at 140℃; under 2585.81 Torr; for 12h; Inert atmosphere; Autoclave;A 30 %Chromat.
B 60 %Chromat.
623-73-4

diazoacetic acid ethyl ester

617-36-7

Ethyl oxamate

Conditions
ConditionsYield
With tert.-butylhydroperoxide; ammonium iodide In acetonitrile at 40℃; for 12h;65%
With tert.-butylhydroperoxide; ammonium iodide In water; acetonitrile at 40℃; for 12h;65%
1263290-89-6

ethyl 2-azido-2-hydroxyacetate

A

18804-91-6

ethyl N-carbonylcarbamate

B

617-36-7

Ethyl oxamate

Conditions
ConditionsYield
In chloroform-d1 at -50℃; for 8h; Photolysis;A 42%
B 29%
60859-75-8

ethyl (E)-3-(naphthalen-1-yl)-2-nitroacrylate

A

574-96-9

1-hydroxy-2-naphthaldehyde

B

617-36-7

Ethyl oxamate

C

74222-20-1

ethyl naphthol<1,2-b>furan-2-carboxylate

D

74222-18-7

ethyl 3-(1-naphthyl)-3-oximino-2-oxopropionate

E

88472-35-9

2-(ethoxyoxalylaminomethylene)naphthalen-1-one

Conditions
ConditionsYield
In acetone at 20℃; for 2h; Mechanism; Product distribution; Irradiation;A 26.8%
B 15.8%
C 2.2%
D 1.6%
E 10%
60859-75-8

ethyl (E)-3-(naphthalen-1-yl)-2-nitroacrylate

A

574-96-9

1-hydroxy-2-naphthaldehyde

B

617-36-7

Ethyl oxamate

C

74222-20-1

ethyl naphthol<1,2-b>furan-2-carboxylate

D

88472-35-9

2-(ethoxyoxalylaminomethylene)naphthalen-1-one

Conditions
ConditionsYield
In acetone at 20℃; for 2h; Irradiation; Further byproducts given;A 26.8%
B 15.8%
C 2.2%
D 10%
In acetone at 20℃; for 2h; Irradiation; Further byproducts given;A 26.8%
B 15.8%
C 2.2%
D 10%
60859-75-8

ethyl (E)-3-(naphthalen-1-yl)-2-nitroacrylate

A

574-96-9

1-hydroxy-2-naphthaldehyde

B

617-36-7

Ethyl oxamate

C

74222-18-7

ethyl 3-(1-naphthyl)-3-oximino-2-oxopropionate

D

88472-35-9

2-(ethoxyoxalylaminomethylene)naphthalen-1-one

Conditions
ConditionsYield
In acetone at 20℃; for 2h; Irradiation; Further byproducts given;A 26.8%
B 15.8%
C 1.6%
D 10%
74222-04-1

ethyl 2-nitro-3-(2-naphthyl)acrylate

A

617-36-7

Ethyl oxamate

B

74222-20-1

ethyl naphthol<1,2-b>furan-2-carboxylate

C

74222-17-6

3-[(E)-Hydroxyimino]-3-naphthalen-2-yl-2-oxo-propionic acid ethyl ester

Conditions
ConditionsYield
In acetone Irradiation;A 10.8%
B 2.6%
C 22%
553-90-2

Dimethyl oxalate

64-17-5

ethanol

617-36-7

Ethyl oxamate

Conditions
ConditionsYield
With ammonia
119174-42-4

2-ethoxy-2-oxoacetic anhydride

617-36-7

Ethyl oxamate

Conditions
ConditionsYield
With diethyl ether; ammonia

Ethyl oxamate Specification

The Ethyl oxamate with cas registry number of 617-36-7, belongs to the following product categories: (1)Amides; (2)Carbonyl Compounds; (3)Organic Building Blocks. Its IUPAC name is ethyl 2-amino-2-oxoacetate and its systematic name is ethyl amino(oxo)acetate. Besides this, it is also named Acetic acid, aminooxo-, ethyl ester.

Physical properties about this chemical are: (1)ACD/LogP: -0.47; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.47; (4)ACD/LogD (pH 7.4): -0.47; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 13.29; (8)ACD/KOC (pH 7.4): 13.29; (9)#H bond acceptors: 4; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 46.61 Å2; (13)Index of Refraction: 1.437; (14)Molar Refractivity: 25.92 cm3; (15)Molar Volume: 98.8 cm3; (16)Polarizability: 10.27×10-24cm3; (17)Surface Tension: 41 dyne/cm; (18)Enthalpy of Vaporization: 42.5 kJ/mol; (19)Vapour Pressure: 0.59 mmHg at 25°C.

Uses of Ethyl oxamate: it can be used to produce 2-thio-oxalamic acid ethyl ester. This reaction will need reagent P2S5 and solvent toluence with reaction time of 2 hours.The yield is about 71%.

When you are using this chemical, please be cautious about it as the following:
Do not breathe dust and avoid contact with skin and eyes.

You can still convert the following datas into molecular structure: 
(1)SMILES:O=C(N)C(=O)OCC;
(2)InChI:InChI=1/C4H7NO3/c1-2-8-4(7)3(5)6/h2H2,1H3,(H2,5,6);
(3)InChIKey:RZMZBHSKPLVQCP-UHFFFAOYAA;
(4)Std. InChI:InChI=1S/C4H7NO3/c1-2-8-4(7)3(5)6/h2H2,1H3,(H2,5,6);
(5)Std. InChIKey:RZMZBHSKPLVQCP-UHFFFAOYSA-N.

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