All Photos(4)
Synonym(s):
Formylformic acid, Oxoethanoic acid
Linear Formula:
HCOCO2H · H2O
CAS Number:
Molecular Weight:
92.05
Beilstein:
969535
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
98%
bp
100 °C (lit.)
mp
49-52 °C (lit.)
SMILES string
[H]O[H].[H]C(=O)C(O)=O
InChI
1S/C2H2O3.H2O/c3-1-2(4)5;/h1H,(H,4,5);1H2
InChI key
MOOYVEVEDVVKGD-UHFFFAOYSA-N
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Related Categories
Application
Employed in the synthesis of a sulfinylmaleate, which serves as an efficient dienophile for enantioselective Diels-Alder cycloadditions. Undergoes Friedel-Crafts and cyclocondensation reactions to form bis(pentamethylphenyl)acetic acid and a β-carboline, respectively.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Dam. 1 - Met. Corr. 1 - Skin Irrit. 2 - Skin Sens. 1
WGK
WGK 1
Flash Point(F)
230.0 °F
Flash Point(C)
110 °C
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Journal of the American Chemical Society, 109, 3378-3378 (1987)
The Journal of Organic Chemistry, 58, 3231-3231 (1993)
The Journal of Organic Chemistry, 57, 362-362 (1992)
Paris Grant-Preece et al.
Food chemistry, 215, 292-300 (2016-08-21)
Glyoxylic acid is a tartaric acid degradation product formed in model wine solutions containing iron and its production is greatly increased by exposure to UV-visible light. In this study, the combined effect of sulfur dioxide, caffeic acid, pH and temperature
Paris Grant-Preece et al.
Food chemistry, 243, 239-248 (2017-11-18)
Model wine solutions containing organic acids, individually or combined, and iron(III), were exposed to light from fluorescent lamps or stored in darkness for four hours. (-)-Epicatechin was then added, and the solutions incubated in darkness for 10days. Browning was monitored
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