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Safety Information

689203

Sigma-Aldrich

3,4-Dihydroxy-3-cyclobutene-1,2-dione

Arxada quality, 98.50-101.00 % (w/w) (HPLC)

Synonym(s):

Squaric acid

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About This Item

Linear Formula:
(HO)2C4(=O)2
CAS Number:
Molecular Weight:
114.06
Beilstein:
774275
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

quality

Arxada quality

manufacturer/tradename

Arxada AG

concentration

98.50-101.00 % (w/w) (HPLC)

impurities

≤0.5 % (w/w) water (Karl Fischer)

mp

>300 °C (lit.)

SMILES string

OC1=C(O)C(=O)C1=O

InChI

1S/C4H2O4/c5-1-2(6)4(8)3(1)7/h5-6H

InChI key

PWEBUXCTKOWPCW-UHFFFAOYSA-N

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Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

374.0 °F

Flash Point(C)

190 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Bojidarka B Ivanova et al.
Amino acids, 39(1), 309-314 (2010-01-19)
The title compound, 2-(phenylethyl)ammonium hydrogensquarate hemihydrate, was synthesized and structurally and spectroscopically characterized by a single crystal X-ray diffraction and solid-state polarized IR spectroscopy of oriented colloids in a nematic host. The crystal structure consists of two crystallographically independent 2-(phenylethyl)ammonium
Carsten Grabosch et al.
Chembiochem : a European journal of chemical biology, 12(7), 1066-1074 (2011-04-08)
Bacteria use long proteinaceous appendages, called fimbriae or pili, to adhere to the surfaces of their host cells. Widely distributed among the Enterobacteriacae are type 1 fimbriae that mediate mannose-specific bacterial adhesion through the lectin FimH, located at the fimbrial
Eun-Mi Lee et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 95, 25-28 (2012-05-23)
A squarylium (SQ) dye was synthesized by the reaction between squaric acid and 2,3,3-trimethylindolenine and its anion sensing properties were investigated using absorption and emission spectroscopy. This chemosensor exhibited high selectivity for CN(-) as compared with F(-), CH(3)CO(2)(-), Br(-), H(2)PO(4)(-)
Wen Yang et al.
Organic letters, 15(6), 1190-1193 (2013-03-08)
An efficient asymmetric cascade sulfa-Michael/Michael addition reaction catalyzed by a chiral bifunctional squaramide-tertiary amine catalyst has been developed. This organocatalytic cascade reaction provides easy access to highly functionalized chromans with three contiguous stereocenters, including one quaternary center. In addition, a
Frank Lovering et al.
Bioorganic & medicinal chemistry, 17(9), 3342-3351 (2009-04-15)
A novel series of inhibitors for mitogen activated protein kinase-activated protein kinase 2 (MK-2) are reported. These squarate based inhibitors were identified via a high-throughput screen. An MK2 co-structure with the starting ligand was obtained and a structure based approach

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