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Sigma-Aldrich

Glyoxal solution

40 wt. % in H2O

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Synonym(s):
Ethanedial, Oxalaldehyde
Linear Formula:
OHCCHO
CAS Number:
107-22-2
Molecular Weight:
58.04
Beilstein:
1732463
MDL number:
MFCD00006957
PubChem Substance ID:
57647035
NACRES:
NA.21

vapor density

>1 (vs air)

Quality Level

200

vapor pressure

18 mmHg ( 20 °C)

form

liquid

autoignition temp.

545 °F

concentration

40 wt. % in H2O

refractive index

n20/D 1.4087

solubility

water: soluble(lit.)

density

1.265 g/mL at 25 °C

SMILES string

[H]C(=O)C([H])=O

InChI

1S/C2H2O2/c3-1-2-4/h1-2H

InChI key

LEQAOMBKQFMDFZ-UHFFFAOYSA-N

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General description

The product is 40wt.% solution of glyoxal in water. Glyoxal is a linear aliphatic dialdehyde containing two aldehyde groups. It participates in the synthesis of glyoxylic acid. It is highly reactive in nature. It can be prepared by oxidizing ethanol or acetaldehyde with nitric acid. It is widely employed in textile and paper industry.

Application

Glyoxal solution has been used as a crosslinking agent during the synthesis of DNA-containing nanoparticles in a study. It has been used as derivatizing reagent, in the precolumn fluorescence derivatization of N-terminal tryptophan containing peptides which can be separated via high performance liquid chromatography. It may also be used in the synthesis of glyoxal bis(4-phenyl-3-thiosemicarbazones)solution, which can be used in the spectrophotometric determination of palladium in catalysts.

Other Notes

This form of glyoxal is composed of 3 moles of glyoxal and 2 moles of water in a relatively stable configuration.

Caution

May precipitate on storage; redissolve at 50-60 °C.

Pictograms

Exclamation markHealth hazard
GHS07,GHS08

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Inhalation - Eye Irrit. 2 - Muta. 2 - Skin Irrit. 2 - Skin Sens. 1

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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"High-performance liquid chromatography of N-terminal tryptophan-containing peptides with precolumn fluorescence derivatization with glyoxal"
Kai M, et al.
Journal of Chromatography A, 653(2), 235-240 (1993)
Eagleson M.
Concise Encyclopedia Chemistry, 465-465 (1994)
Jing Xu et al.
Journal of visualized experiments : JoVE, (59)(59), e3612-e3612 (2012-01-11)
More than 32,000 patients are diagnosed with pancreatic cancer in the United States per year and the disease is associated with very high mortality (1). Urgent need exists to develop novel clinically-translatable therapeutic strategies that can improve on the dismal
Spectrophotometric determination of palladium in catalysts with glyoxal bis (4-phenyl-3-thiosemicarbazone)
Asuero A, et al.
Analyst, 111(7), 747-755 (1986)
Eagleson M.
Concise Encyclopedia Chemistry, 312-312 (1994)
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