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glyoxal
Sign in to saveAlso known as Ethanedial, Ethane-1,2-dione, Glioksal, 1,2-Ethanedione, ethane-1,2-dial, glyoxylaldehyde, glyoxal aldehyde, oxal
Glyoxal is an organic compound with the chemical formula OCHCHO. It is the smallest dialdehyde (a compound with two aldehyde groups). It is a crystalline solid, white at low temperatures and yellow near the melting point (15 °C). The liquid is yellow, and the vapor is green.
OverviewAI-generated
Glyoxal is a chemical compound with the formula C₂H₂O₂. Its IUPAC name is oxaldehyde. The substance has a mass of 58.005 and a boiling point of 50.4. It melts at 15. The canonical SMILES representation for glyoxal is C(=O)C=O.
Chemical properties include an ionization energy of 10.10 and an xlogp value of -0.4. The compound has a topological polar surface area of 34.1. It contains zero hydrogen bond donors and two hydrogen bond acceptors. The charge of the molecule is 0.
Glyoxal is referenced by 78 other encyclopedia articles. A search for glyoxal in PubMed yields 6089 results. The MCN code for the substance is 2912.19.11.
Synthesized by Vinony from 22 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
Chemical data
- Formula
- C2H2O2
- Molecular weight
- 58.04 g/mol
- IUPAC name
- oxaldehyde
- SMILES
- C(=O)C=O
- InChIKey
- LEQAOMBKQFMDFZ-UHFFFAOYSA-N
- XLogP
- -0.4
- Polar surface area
- 34.1 Ų
- H-bond donors
- 0
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Research
6,089 papers- Glyoxal as an alternative fixative to formaldehyde in immunostaining and super-resolution microscopy.The EMBO journal · 2018
- Glyoxal fixation: An approach to solve immunohistochemical problem in neuroscience research.Science advances · 2023
- Glyoxal in Foods: Formation, Metabolism, Health Hazards, and Its Control Strategies.Journal of agricultural and food chemistry · 2024
- Glyoxal.International journal of toxicology · 2023
- Glyoxal as an alternative fixative for single-cell RNA sequencing.G3 (Bethesda, Md.) · 2023
via PubMed
~5 min read
Encyclopedic overview
10 sectionsContents
- Production
- Laboratory methods
- Properties
- Biochemistry
- Applications
- Speciation in solution
- Other occurrences
- Safety
- References
- External links
Glyoxal is an organic compound with the chemical formula OCHCHO. It is the smallest dialdehyde (a compound with two aldehyde groups). It is a crystalline solid, white at low temperatures and yellow near the melting point (15 °C). The liquid is yellow, and the vapor is green.
Pure glyoxal is not commonly encountered because glyoxal is usually handled as a 40% aqueous solution (density near 1.24 g/mL). It forms a series of hydrates, including oligomers. For many purposes, these hydrated oligomers behave equivalently to glyoxal. Glyoxal is produced industrially as a precursor to many products.
Excerpted from Wikipedia’s “glyoxal” article, available under the CC BY-SA 4.0 licence.