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260150

Sigma-Aldrich

Glyoxylic acid solution

50 wt. % in H2O

Synonym(s):

Formylformic acid, Oxoethanoic acid

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250 G
€44.50
1 KG
€105.00

About This Item

Linear Formula:
OHCCOOH
CAS Number:
Molecular Weight:
74.04
Beilstein:
741891
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

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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[1]
  • in synthesis of new chelating agent, 2-(2-((2-hydroxybenzyl)amino)ethylamino)-2-(2-hydroxyphenyl)acetic acid (DCHA)[2]

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

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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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
Kathrin Schneider et al.
Journal of bacteriology, 194(12), 3144-3155 (2012-04-12)
Oxalate catabolism is conducted by phylogenetically diverse organisms, including Methylobacterium extorquens AM1. Here, we investigate the central metabolism of this alphaproteobacterium during growth on oxalate by using proteomics, mutant characterization, and (13)C-labeling experiments. Our results confirm that energy conservation proceeds

Questions

1–2 of 2 Questions  
  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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