Glyoxal

Base Information

• Chemical Name: Glyoxal
• CAS No.: 107-22-2
• Deprecated CAS: 83513-30-8
• Molecular Formula: C₂H₂O₂
• Molecular Weight: 58.0367
• Hs Code.: 2912190001
• European Community (EC) Number: 203-474-9,636-347-5
• ICSC Number: 1162
• NSC Number: 262684
• UN Number: 2810
• UNII: 50NP6JJ975
• DSSTox Substance ID: DTXSID5025364
• Nikkaji Number: J5.155A,J2.636.469H
• Wikipedia: Glyoxal
• Wikidata: Q413465
• Metabolomics Workbench ID: 49839
• ChEMBL ID: CHEMBL1606435
• Mol file: 107-22-2.mol

Synonyms:Ethanedial;Ethanedione;Glyoxal

Chemical Property of Glyoxal

Chemical Property:

• Appearance/Colour: white or off-white crystalline powder
• Vapor Pressure: 292mmHg at 25°C
• Melting Point: -14
• Refractive Index: n20/D 1.409
• Boiling Point: 50 °C at 760 mmHg
• Flash Point: 104°C
• PSA: 34.14000
• Density: 1.032 g/cm³
• LogP: -0.61580
• Water Solubility.: miscible
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 58.005479302
• Heavy Atom Count: 4
• Complexity: 25
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn:Harmful
• Statements: R20:; R36/38:; R43:; R68:
• Safety Statements: S36/37:

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Aldehydes
• Canonical SMILES: C(=O)C=O
• Inhalation Risk: A harmful contamination of the air can be reached very quickly on evaporation of this substance at 20 °C.
• Effects of Short Term Exposure: The substance is irritating to the eyes and skin.
• Effects of Long Term Exposure: Repeated or prolonged contact may cause skin sensitization.

Technology Process of Glyoxal

There total 125 articles about Glyoxal which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 26.5%

ethylene glycol (107-21-1) → formaldehyd (50-00-0,30525-89-4,61233-19-0) + Glyoxal (131543-46-9,107-22-2) + acetaldehyde (75-07-0,9002-91-9) + Glyoxilic acid (298-12-4)

Guidance literature:

With nitrogen; oxygen; iron(III) phosphate doped with Mo(VI); In water; at 310 ℃; Further byproducts given;

DOI:10.1246/bcsj.75.375

Reference yield:

(E)-2-Hexenal (6728-26-3) → Glyoxal (131543-46-9,107-22-2) + ethylglyoxal (4417-81-6) + acetaldehyde (75-07-0,9002-91-9) + propionaldehyde (123-38-6) + butyraldehyde (123-72-8)

Guidance literature:

With ozone; at 12.8 - 15.6 ℃; under 760 Torr; Rate constant; Kinetics; Product distribution;

DOI:10.1002/(SICI)1097-4601(1996)28:5<373::AID-KIN6>3.0.CO;2-S

Reference yield:

(E)-2-hexen-1-yl acetate (2497-18-9) → Glyoxal (131543-46-9,107-22-2) + ethylglyoxal (4417-81-6) + acetoxyacetaldehyde (5371-49-3) + acetaldehyde (75-07-0,9002-91-9) + propionaldehyde (123-38-6) + butyraldehyde (123-72-8)

Guidance literature:

With ozone; at 14.3 - 15.4 ℃; under 760 Torr; Rate constant; Kinetics; Product distribution;

DOI:10.1002/(SICI)1097-4601(1996)28:5<373::AID-KIN6>3.0.CO;2-S

upstream raw materials:

tetrachloromethane

N-Bromosuccinimide

triethylamine

formaldehyd

Downstream raw materials:

2,3-dipropoxy-[1,4]dioxane

1,1,2,2-Tetrapropoxy-aethan

glyoxal-bis-(4-ethoxy-phenylimine)

1,4-Dibenzoyl-1,4-butadien

Refernces

• 1、 Aschmann, Sara M.,Nishino, Noriko,Arey, Janet,Atkinson, Roger. "Products of the OH radical-initiated reactions of furan, 2- and 3-methylfuran, and 2,3- and 2,5-dimethylfuran in the presence of NO". . p. 457 - 466. Retrieved 2014.
• 2、 Clay et al.. "-". . p. 862. Retrieved 1959.
• 3、 Bandow, Hiroshi,Washida, Nobuaki. "Ring-cleavage Reactions of Aromatic Hydrocarbons Studied by FT-IR Spectroscopy. III. Photooxidation of 1,2,3-, 1,2,4-, and 1,3,5-Trimethylbenzenes in the NOx-Air System". . p. 2549 - 2555. Retrieved 1985.
• 4、 Spanggord, Ronald J.,Yao, C. David,Mill, Theodore. "Oxidation of aminodinitrotoluenes with ozone: Products and pathways". . p. 497 - 504. Retrieved 2000.
• 5、 Bierbach,Barnes,Becker,Wiesen. "Atmospheric chemistry of unsaturated carbonyls: butenedial, 4-oxo-2- pentenal, 3-hexene-2,5-dione, maleic anhydride, 3H-furan-2-one, and 5-methyl-3H-furan-2-one". . p. 715 - 729. Retrieved 1994.
• 6、 Loeppky, Richard N.,Goelzer, Petra. "Microsome-mediated oxidation of N-nitrosodiethanolamine (NDELA), a bident carcinogen". . p. 457 - 469. Retrieved 2002.
• 7、 Malmberg. "-". . p. 980,982. Retrieved 1954.
• 8、 Takagi, H.,Washida, N.,Akimoto, H.,Nagasawa, K.,Ususi, Y.,Okuda, M.. "Photooxidation of o-Xylene in the NO-H2O-Air System". . p. 478 - 483. Retrieved 1980.
• 9、 Orlando, John J.,Tyndall, Geoffrey S.. "Mechanisms for the reactions of OH with two unsaturated aldehydes: Crotonaldehyde and acrolein". . p. 12252 - 12259. Retrieved 2002.
• 10、 Kusin. "-". . . Retrieved 1939.