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Merck
CN

689203

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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
220-761-4
Beilstein/REAXYS Number:
774275
MDL number:
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InChI

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

InChI key

PWEBUXCTKOWPCW-UHFFFAOYSA-N

SMILES string

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

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.)

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

374.0 °F

flash_point_c

190 °C

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Regulatory Information

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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)(-)
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
Vijayakumar Ramalingam et al.
Organic letters, 10(15), 3315-3318 (2008-07-02)
Environment-sensitive binding of anions to synthetic receptors is important for the functional mimicry of ion channels. We describe new squaramide-based chloride ion receptors whose anion binding cavity can be opened and closed by using carbonyl groups as valves. In nonpolar
Jørn E Tungen et al.
Organic letters, 14(23), 5884-5887 (2012-11-15)
Asymmetric iodolactonization of γ- and δ-unsaturated carboxylic acids has been explored in the presence of six different chiral organocatalysts 5-8. The catalyst 6b was found to facilitate the cyclization of 5-arylhex-5-enoic acids 1 to the corresponding iodolactones 2 with up

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