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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

functional group

aldehyde
carboxylic acid

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000243359
0000238632
WXBD9905V
BCBK8535V
BCBJ9785V

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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
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)
Ruth Belostotsky et al.
Journal of molecular medicine (Berlin, Germany), 90(12), 1497-1504 (2012-06-26)
Perturbations in glyoxylate metabolism lead to the accumulation of oxalate and give rise to primary hyperoxalurias, recessive disorders characterized by kidney stone disease. Loss-of-function mutations in HOGA1 (formerly DHDPSL) are responsible for primary hyperoxaluria type III. HOGA1 is a mitochondrial
A Arvesen et al.
VASA. Zeitschrift fur Gefasskrankheiten, 28(2), 85-94 (1999-07-20)
These experiments aimed to study the in vivo short and long term neurovascular regeneration after frostbite. The rabbit central ear-artery was used as the experimental model. The effects on the noradrenergic innervation of the artery were measured in isolated vascular
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