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Oxamic acid

CAS No.
471-47-6
Chemical Name:
Oxamic acid
Synonyms
Oxamate;2-aMino-2-oxoacetic acid;Oxalamic acid;Oxamic acid Oxalic acid monoamide;OXAMIC ACID;OXAMIDIC ACID;OxamicAcid>Oxamicacid,98%;Glycine, 2-oxo-;Oxamic acid 98%
CBNumber:
CB5667743
Molecular Formula:
C2H3NO3
Molecular Weight:
89.05
MDL Number:
MFCD00008006
MOL File:
471-47-6.mol
MSDS File:
SDS
Last updated:2024-01-18 10:52:13

Oxamic acid Properties

Melting point 207-210 °C (dec.) (lit.)
Boiling point 165.08°C (rough estimate)
Density 1.6193 (rough estimate)
refractive index 1.4264 (estimate)
storage temp. 2-8°C(protect from light)
solubility DMSO (Slightly), Methanol (Slightly), Water (Slightly)
form Crystalline Powder
pka 1.60±0.20(Predicted)
color White
Water Solubility Soluble in water 108 mg/mL.
Merck 14,6917
BRN 1743294
InChI InChI=1S/C2H3NO3/c3-1(4)2(5)6/h(H2,3,4)(H,5,6)
InChIKey SOWBFZRMHSNYGE-UHFFFAOYSA-N
SMILES C(O)(=O)C(N)=O
CAS DataBase Reference 471-47-6(CAS DataBase Reference)
FDA UNII QU60N5OPLG
EPA Substance Registry System Oxamic acid (471-47-6)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P280a-P304+P340-P305+P351+P338-P405-P501a
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36
WGK Germany  3
TSCA  Yes
HS Code  29241990
NFPA 704
1
2 0

Oxamic acid price More Price(25)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich O3750 Oxamic acid ≥98% 471-47-6 25g $229 2024-03-01 Buy
TCI Chemical O0084 Oxamic Acid >97.0%(T)(N) 471-47-6 5g $31 2024-03-01 Buy
TCI Chemical O0084 Oxamic Acid >97.0%(T)(N) 471-47-6 25g $91 2024-03-01 Buy
Alfa Aesar B20344 Oxamic acid, 98% 471-47-6 5g $29.65 2024-03-01 Buy
Alfa Aesar B20344 Oxamic acid, 98% 471-47-6 25g $91.65 2024-03-01 Buy
Product number Packaging Price Buy
O3750 25g $229 Buy
O0084 5g $31 Buy
O0084 25g $91 Buy
B20344 5g $29.65 Buy
B20344 25g $91.65 Buy

Oxamic acid Chemical Properties,Uses,Production

Description

Oxamic acids also known to as oxalic acid monoamides have emerged as potent precursors for the generation of the carbamoyl radical. Oxamic acids can easily undergo decarboxylation through a single electron oxidation resulting in the generation of the reactive carbamoyl radical, which can then engage in diverse radical reactions or undergo a second single electron oxidation as originally unveiled by Minisci. Oxamic acids are thus versatile intermediates for the synthesis of nitrogen-containing organic molecules[1]. The oxidative decarboxylation of oxamic acids can be mediated through thermal, photochemical, electrochemical or photoelectrochemical means, generating carbamoyl radicals, which may further add to unsaturated systems to provide a broad range of important amides. Oxidative decarboxylation of oxamic acids also offers a straightforward entry for the preparation of urethanes, ureas, and thioureas.

Chemical Properties

Oxamic acid is a white, water-soluble solid. It is the monoamide ofoxalic acid. It can react with metal carbonates to form oxamate. Oxamic acid inhibits lactate dehydrogenase A.

Uses

Oxamic acid is an ozone oxidation product and is used in the synthesis of hydroxybenzimidazoles preparation as potential anti tumor agents targeting human lactate dehydrogenase A.This compound is suitable for lactate dehydrogenase (LDH) related research.

Definition

ChEBI: Oxamic acid is a dicarboxylic acid monoamide resulting from the formal condensation of one of the carboxy groups of oxalic acid with ammonia. It has a role as an Escherichia coli metabolite. It is a conjugate acid of an oxamate.

Application

Oxamic acid (OA) has applications in polymer chemistry. It increases the water solubility of certain polymers, including polyester,epoxide, and acrylic upon binding with them. Oxamic acid can be used as a reactant to prepare 6-phenanthridinecarboxamide by direct C-H carbamoylation reaction using ammonium persulfate in DMSO. It can also be used as an organic ligand to prepare functionalized metal oxide nanoparticles for various biological applications. OA along with p-aminobenzoic acid is used to functionalize Au nanoparticles for the development of a sensor to detect Fe3+ ions by the calorimetric method.

References

[1] Ikechukwu Martin Ogbu . “Oxamic acids: useful precursors of carbamoyl radicals.” Chemical Communications 58 55 (2022): Pages 7593-7607.

28276-08-6
139419-63-9
471-47-6
186268-77-9
Synthesis of Oxamic acid from 1,1-DIMETHYLPROPYLMAGNESIUM CHLORIDE and METHYL(2S)-1-(1',2'-DIOXO-2'-METHOXYETHYL)-2-PYRROLIDINE-CARBOXYLATE
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View Lastest Price from Oxamic acid manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Oxamic acid pictures 2023-03-03 Oxamic acid
471-47-6
US $0.00 / kg 1kg 98% ton Sense Chemicals (Shanghai) Co., Ltd.
  • Oxamic acid pictures
  • Oxamic acid
    471-47-6
  • US $0.00 / kg
  • 98%
  • Sense Chemicals (Shanghai) Co., Ltd.
AMINOOXOACETIC ACID Oxamicacid,98% Aminooxoacetic acid, Oxalic acid monoamide OxaMic acid, 98% 10GR OxaMic acid, 98% 25GR Acetic acid, aminooxo- aminooxo-aceticaci Formic acid, (aminocarbonyl)- Formic acid, carbamoyl- Glycine, 2-oxo- Glyoxylic acid, amino- Oxamate, (aminocarbonyl)- OXALIC ACID MONOAMIDE OXAMIC ACID OXAMIDIC ACID Oxamic acid 98% OxamicAcid> Acetic acid, 2-amino-2-oxo- OXAMIC ACID USP/EP/BP Oxamic acid Oxalic acid monoamide 2-aMino-2-oxoacetic acid Oxalamic acid Oxamate (S)-2-(Cyclohexylmethyl)succinicacid-5-methyl ester 2-Propenoicacid,2-cyano-3-phenyl-,methylester,(6E)- Oxamic acid (6CI, 7CI, 8CI) Oxamic Acid, ≥ 97.0% 471-47-6 H2NCOCOOH NH2COCO2H H2NCOCO2H C2H3NO3 C2H2NO3 AMINE Building Blocks C1 to C5 Carboxylic Acids Carbonyl Compounds Organic Building Blocks