Glyoxal CAS 107-22-2

Introduction:Basic information about Glyoxal CAS 107-22-2, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Glyoxal Basic information

Product Name:Glyoxal
Synonyms:BISFORMYL;glyoxylaldehyde;GLYOXAL SOLUTION;GLYOXAL;DIFORMYL;ETHANEDIAL;1,2-ethanedione;(CHO)2
CAS:107-22-2
MF:C2H2O2
MW:58.04
EINECS:203-474-9
Product Categories:Aldehydes;Building Blocks;C1 to C6;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks;Pharmaceutical Intermediates;107-22-2
Mol File:107-22-2.mol

Glyoxal Chemical Properties

Melting point -14 °C
Boiling point 104 °C
density 1.265 g/mL at 25 °C
vapor density >1 (vs air)
vapor pressure 18 mm Hg ( 20 °C)
refractive index n20/D 1.409
Fp 104°C
storage temp. 2-8°C
solubility water: soluble(lit.)
form Liquid
color Clear colorless to yellow
Odoryel. crystals or lt. yel. liq., mild odor
PH2-3 (20°C in H2O)
Water Solubility miscible
Merck 14,4509
BRN 1732463
Exposure limitsACGIH: TWA 0.1 mg/m3
Stability:Stability Combustible. Incompatible with strong oxidizing agents. Strong reducing agent. May polyermize exothermically. Incompatible with air, water, oxygen, peroxides, amides, amines, hydroxy-containing materials, nitric acid, aldehydes. Corrodes many metals.
Cosmetics Ingredients FunctionsANTIMICROBIAL
PERFUMING
Cosmetic Ingredient Review (CIR)Glyoxal (107-22-2)
InChI1S/C2H2O2/c3-1-2-4/h1-2H
InChIKeyLEQAOMBKQFMDFZ-UHFFFAOYSA-N
SMILES[H]C(=O)C([H])=O
LogP-1.15 at 20℃
CAS DataBase Reference107-22-2(CAS DataBase Reference)
NIST Chemistry ReferenceEthanedial(107-22-2)
EPA Substance Registry SystemGlyoxal (107-22-2)

Safety Information

Hazard Codes Xn
Risk Statements 20-36/38-43-68
Safety Statements 36/37
RIDADR UN 1760
WGK Germany 1
RTECS MD2700000
Autoignition Temperature545 °F
TSCA TSCA listed
HS Code 29121900
Storage Class8A - Combustible corrosive hazardous materials
Hazard ClassificationsEye Dam. 1
Muta. 2
Skin Corr. 1
Skin Sens. 1
STOT SE 3
Hazardous Substances Data107-22-2(Hazardous Substances Data)
ToxicityLD50 in rats, guinea pigs (mg/kg): 2020, 760 orally (Smyth)

Glyoxal Usage And Synthesis

Chemical Propertiescolourless or light yellow liquid
Usesermanent-press fabrics; dimensional stabilizationof rayon and other fibers. Insolubilizing agentfor compounds containing polyhydroxyl groups(polyvinyl alcohol, starch, and cellulosic materials);insolubilizing of proteins (casein, gelatin, andanimal glue); embalming fluids; leather tanning;paper coatings with hydroxyethylcellulose; reducingagent in dyeing textiles.
UsesGlyoxal is used in the production of textilesand glues and in organic synthesis.
UsesGlyoxal is used to prepare 4,5-dihydroxy-2-imidazolidinone by condensation with urea. It finds application in leather tanning process, textile finishes and paper coatings. It is an important building block in the synthesis of imidazoles. It acts as a solubilizer and cross-linking agent in polymer chemistry. Further, it is used as a fixative for histology to preserve cells in order to examine under a microscope.
DefinitionChEBI: Glyoxal is the dialdehyde that is the smallest possible and which consists of ethane having oxo groups on both carbons. It has a role as a pesticide, an agrochemical, an allergen and a plant growth regulator.
General DescriptionYellow crystals melting at15°C. Hence often encountered as a light yellow liquid with a weak sour odor. Vapor has a green color and burns with a violet flame.
Air & Water ReactionsMixtures with air may explode. Polymerizes quickly on standing, or on contact with a trace of water (possibly a violent reaction), or when dissolved in solvents containing water, [Merck, 502(1968)]. Soluble in water. An aqueous solution contains mono molecular Glyoxal. [Hawley]
Reactivity ProfileGlyoxal reacts vigorously with strong oxidizing agents such as nitric acid. Polymerizes rapidly even at low temperature if anhydrous [Noller]. Aqueous solutions are more stable but also polymerize on standing. Reacts with itself in the presence of base to give glyconates. Undergoes addition and condensation reactions that may be exothermic with amines, amides, aldehydes, and hydroxide-containing materials. Mixing in equal molar portions with any of the following substances in a closed container caused the temperature and pressure to increase: chlorosulfonic acid, oleum, ethyleneimine, nitric acid, sodium hydroxide [NFPA 1991].
HazardMixture of vapor and air may explode.Questionable carcinogen.
Health HazardGlyoxal is a skin and eye irritant; the effectmay be mild to severe. Its vapors are irritatingto the skin and respiratory tract. Anamount of 1.8 mg caused severe irritation inrabbits’ eyes. Glyoxal exhibited low toxicityin test subjects. Ingestion may cause somnolenceand gastrointestinal pain.
LD50 value, oral (guinea pigs): 760 mg/kg.
Health HazardInhalation causes some irritation of nose and,40% solution throat. Contact with liquid,40% solution irritates eyes and causes mild irritation of skin; stains skin yellow. (No information available on symptoms of ingestion.)
Fire HazardBehavior in Fire: Heat may cause polymerization to a combustible, viscous material.
Flammability and ExplosibilityNot classified
Safety ProfileLow toxicity by SYN: AEROTEX GLYOXAL 40 ingestion and skin contact. A skin irritant. A powerful reducing agent. May explode on contact with air. Polymerizes violently on contact with water. During storage it may spontaneously polymerize and ignite. Reacts violently with chlorosulfonic acid, ethylene imine, HNO3, oleum, NaOH, can cause violent reactions. Can explode during manufacture. When heated to decomposition it emits acrid smoke and irritating fumes. See also ALDEHYDES.
SynthesisIndustrially, glyoxal can be produced by the gas-phase oxidation of ethylene glycol catalyzed by silver or copper, or by oxidizing acetaldehyde with nitric acid solution. In the laboratory, glyoxal is prepared by oxidizing acetaldehyde with selenite. Anhydrous glyoxal can be prepared by co-heating a solid hydrate with phosphorus pentoxide.
Waste DisposalGlyoxal is mixed with a combustible solventand burned in a chemical incineratorequipped with an afterburner and scrubber.

Glyoxal Preparation Products And Raw materials

Raw materialsMethanol-->Sodium nitrite-->Aluminum oxide-->Ethylene glycol-->Cupric oxide-->Acetaldehyde-->Quartz tubing, fused, 12.7mm (0.5in) OD for compression type fittings-->strongly acidic type cation exchange resin-->Silver catalyst-->NS-398-->WEAKLY BASIC ANION EXCHANGE RESIN
Preparation ProductsImidazole-->Glyoxylic acid-->Fluorescent Brightener 185-->4-Hydroxyphenylacetic acid-->2-Methylimidazole-->6-QUINOXALINECARBOXYLIC ACID-->2-Chloropyrazine-->4-Hydroxy-D-(-)-2-phenylglycine-->6-CHLOROQUINOXALINE-->2,5-Bis(5-tert-butyl-2-benzoxazolyl)thiophene-->1,2-Dimethyl-5-nitroimidazole-->4'-(IMIDAZOL-1-YL)ACETOPHENONE-->4-Hydroxyphenylacetamide-->Allantoin-->Berberine-->Hydroxyethyl Cellulose-->Quinoxaline-->6,7-DINITROQUINOXALINE-->4,5-dihydroxy-1,3-bis(hydroxymethyl)imidazolidin-2-one-->Metronidazole-->CYAZOFAMID-->2-HYDROXYPYRAZINE-->2,3-Pyrazinecarboxylic anhydride-->2-Methoxy-3-sec-butyl pyrazine-->Glyoxalbis(2-hydroxyanil)-->4-Hydroxyphenethyl alcohol-->Amiloride hydrochloride-->2-Amino-4-hydroxy-1H-pteridine-->finishing agent for cotton fabric-->2-Isopropyl-3-methoxypyrazine-->30% sulfaclozine-->2-Methoxy-3-isobutyl pyrazine-->Ethylpyrazine-->2,6-Dichloropyrazine
GLYCYRRHIZIC ACID TRISODIUM SALT HYDRATE CAS 71277-78-6
Glyphosine CAS 2439-99-8
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