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260150

Sigma-Aldrich

Glyoxylic acid solution

50 wt. % in H2O

Synonym(s):

Formylformic acid, Oxoethanoic acid

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About This Item

Linear Formula:
OHCCOOH
CAS Number:
298-12-4
Molecular Weight:
74.04
Beilstein:
741891
MDL number:
MFCD00006958
UNSPSC Code:
12352100
PubChem Substance ID:
24855724
NACRES:
NA.22

concentration

50 wt. % in H2O

refractive index

n20/D 1.4149

density

1.342 g/mL at 25 °C

SMILES string

OC(=O)C=O

InChI

1S/C2H2O3/c3-1-2(4)5/h1H,(H,4,5)

InChI key

HHLFWLYXYJOTON-UHFFFAOYSA-N

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Application

Glyoxylic acid has been employed:
  • as reducing agent in electroless copper depositions by free-formaldehyde method
  • in synthesis of new chelating agent, 2-(2-((2-hydroxybenzyl)amino)ethylamino)-2-(2-hydroxyphenyl)acetic acid (DCHA)

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H290,H317,H318

Hazard Classifications

Eye Dam. 1 - Met. Corr. 1 - Skin Sens. 1

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Sang-Jin Cho et al.
Journal of nanoscience and nanotechnology, 11(6), 5328-5333 (2011-07-21)
Microwave (MW) plasma was applied to the surface of polyimide (PI) films as a treatment to enhance the adhesion between copper deposition layer and PI surface for electroless plating. The influences of nitrogen MW plasma treatment on chemical composition of
En-Zhi Shen et al.
Nature, 508(7494), 128-132 (2014-02-14)
It has been theorized for decades that mitochondria act as the biological clock of ageing, but the evidence is incomplete. Here we show a strong coupling between mitochondrial function and ageing by in vivo visualization of the mitochondrial flash (mitoflash)
Sandra López-Rayo et al.
Journal of agricultural and food chemistry, 58(13), 7908-7914 (2010-06-10)
Iron chelates analogous to o,o-EDDHA/Fe(3+) are the fertilizers chosen to treat iron chlorosis in plants growing on calcareous soil. The isomer o,p-EDDHA/Fe(3+) presents less stability but faster assimilation by the plant than o,o-EDDHA/Fe(3+), because only five coordinating groups are able
A Arvesen et al.
VASA. Zeitschrift fur Gefasskrankheiten, 30(3), 176-183 (2001-10-05)
Functional and pathological improvements following rapid rewarming in 42 degrees C water was compared with alterations following slow thawing at room temperature (22 degrees C) after frostbite (-9 degrees C, 15 minutes) in vivo of the rabbit central ear artery.
Huangdi Feng et al.
Organic letters, 14(7), 1942-1945 (2012-03-30)
An efficient and novel copper-mediated protocol for the synthesis of 3-amino-1,4-enynes from glyoxylic acid, an amine, and an alkyne was developed. This new reaction involving two sequential C-C bond formations is air and moisture tolerant and proceeds via a tandem
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