ChemicalBook CAS DataBase List 471-47-6

471-47-6

Name	OXAMIC ACID
CAS	471-47-6
EINECS(EC#)	207-443-0
Molecular Formula	C2H3NO3
MDL Number	MFCD00008006
Molecular Weight	89.05
MOL File	471-47-6.mol

Chemical Properties

Appearance	white crystalline powder
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)
EPA Substance Registry System	Oxamic acid (471-47-6)

Safety Data

Symbol(GHS)	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	R36/37/38:Irritating to eyes, respiratory system and skin . less more
Safety Statements	S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36:Wear suitable protective clothing . less more
WGK Germany	3
TSCA	Yes
HS Code	29241990
Storage Class	11 - Combustible Solids

Raw materials And Preparation Products

Hazard Information

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

white crystalline powder

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.

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.

Definition

ChEBI: The monoamide of oxalic acid.

References

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

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471-47-6

Chemical Properties

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Raw materials And Preparation Products

Raw materials

Hazard Information

Description

Chemical Properties

Uses

Application

Definition

References

Questions And Answer

Structure

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