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Glyoxylic acid

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CAS:298-12-4
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Related articles

Glyoxylic acid Basic information
Structure
Product Name:Glyoxylic acid
Synonyms:GLYOXYLIC ACID;oxo-aceticaci;2-Oxoacetic acid(50% in water);Glyoxalic acid 40% 50%;Glyoxylic acid solution, 50 wt. % in water;Aldehydoformicacid;alpha-Ketoacetic acid;Formic acid, formyl-
CAS:298-12-4
MF:C2H2O3
MW:74.04
EINECS:206-058-5
Product Categories:Pharmaceutical Intermediates;Chemical raw materials;intermediates and semifinished medicines;bc0001;298-12-4;A;1
Mol File:298-12-4.mol
Glyoxylic acid Structure
Glyoxylic acid Chemical Properties
Melting point -93°C
Boiling point 111°C
density 1.33 g/mL at 20 °C
vapor pressure 14hPa at 19.85℃
refractive index n20/D 1.414
Fp 111°C
storage temp. Store below +30°C.
solubility Miscible with ethanol. Slightly miscible with ether and benzene. Immiscible with esters.
pka3.18(at 25℃)
form clear liquid
color Colorless to Light orange to Yellow
PH0.3 (19.5°C in H2O)
Water Solubility miscible
Merck 14,4511
BRN 741891
InChIKeyHHLFWLYXYJOTON-UHFFFAOYSA-N
LogP-0.930 (est)
CAS DataBase Reference298-12-4(CAS DataBase Reference)
NIST Chemistry ReferenceAcetic acid, oxo-(298-12-4)
EPA Substance Registry SystemAcetic acid, 2-oxo- (298-12-4)
Safety Information
Hazard Codes C,Xi
Risk Statements 34-43-41
Safety Statements 26-36/37/39-45-37/39-24
RIDADR UN 3265 8/PG 2
WGK Germany 1
RTECS MD4550000
TSCA Yes
HazardClass 8
PackingGroup III
HS Code 29183000
Hazardous Substances Data298-12-4(Hazardous Substances Data)
Toxicityrat,LDLo,intramuscular,250mg/kg (250mg/kg),Bolletino della Societe Italiana di Biologia Sperimentale. Vol. 36, Pg. 1937, 1960.
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
Glyoxylic acid Usage And Synthesis
StructureGlyoxylic acid is a 2-oxo monocarboxylic acid that is acetic acid bearing an oxo group at the alpha carbon atom. It has a role as a human metabolite, an Escherichia coli metabolite, a Saccharomyces cerevisiae metabolite, and a mouse metabolite. It is a 2-oxo monocarboxylic acid and an aldehydic acid. It is a conjugate acid of a glyoxylate.
Chemical PropertiesColorless clear liquid.
UsesGlyoxalic acid can be used in the synthesis of a variety of reactions.
Glyoxylic acid is used in Hopkins Cole reaction, which is used in the detection of tryptophan in proteins.
It reacts with phenol to get 4-hydroxymandelic acid, which on further reaction with ammonia gives hydroxyphenylglycine, as a precursor to the drug amoxicillin.
It is also used as a starting material for the preparation of 4-hydroxyphenylacetic acid, which is used to get atenolol.
DefinitionChEBI: A 2-oxo monocarboxylic acid that is acetic acid bearing an oxo group at the alpha carbon atom.
General DescriptionSupplied as a 50% aqueous solution.
Health HazardContact will cause severe eye and skin burns. Vapor exposure may cause eye and skin irritation.
Flammability and ExplosibilityNon flammable
Biological Activitynsc 27785 is an organic compound that is both an aldehyde and a carboxylic acid.
SynthesisAdd to 3500ml reactor equipped with reflux condenser, stirrer and thermometer300ml (3.55mol) of 50% glyoxal solution, stir and cool, control the temperature to 7±2,Slowly drip 300ml (3.55mol) of 35% hydrogen peroxide solution at the same time within 3 hours,280ml (0.355mol) of 17% ferrous sulfate solution and 120ml (0.75mol) of 15% aqueous ammonia solution, keep at 8±2, react for 3 hours, and let stand overnight, The reaction liquid was filtered to remove the solid by-products, and 350ml of water-carrying toluene was added to the reaction mother liquid.Heat to reflux, remove water, and distill toluene with water-carrying agent to obtain oxidation product.Add 120ml of concentrated sulfuric acid and 700ml of absolute ethanol to the oxidation products.Esterification reaction at 140°C for 3 hours, then distillation under reduced pressure, at 0.02Mpa,The esterification product was collected at 185°C.Add 120ml of 18% sulfuric acid to the esterified product and heat under stirring.The hydrolysis reaction is carried out at 95-98 for 2 hours; the hydrolysis liquid is cooled to room temperature,The precipitated white solid product was filtered, washed 4 times with 120ml of toluene each time, and dried.Obtain 180 g of the target product glyoxylic acid with a purity of 99.5% (HPLC) and a yield of 88%.Melting point is 98.1-98.6.

298-12-4.png
SourceGlyoxylic acid occurs in unripe fruit and in young green leaves. It has also been found in very young sugarbeets. Glyoxylic acid is found in plants and is a metabolite in mammalian biochemical pathways.
Environmental FateGlyoxylic acid's production and use as a cleaning agent for a variety of industrial applications, as a specialty chemical and biodegradable copolymer feedstock, and as an ingredient in cosmetics may result in its release to the environment through various waste streams. The pKa of glyoxylic acid is 3.3, indicating this compound will exist primarily as an anion in moist soil surfaces and anions are expected to have very high mobility in soils. If released to soil or water, glyoxylic acid is expected to biodegrade. Degradation may also occur in sunlit water through direct photolysis.
Tag:Glyoxylic acid(298-12-4) Related Product Information
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