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

Description	3,4-dihydroxy-3-cyclobutene-1,2 dione, commonly known as squaric acid, is widely used in bioorganic and medicinal chemistry. It is an inhibitor of glyoxylase, semiqauric acid, pyruvate dehrogenase, and transketolase. It is used as a replacement for phosphate in a peptide-based ligand for an SH2 domain. Its derivatives are high-affinity ligands for excitatory amino acid receptors. These derivatives are also used as dyes for fluorescence detection of small biological molecules.
IUPAC Name	3,4-Dihydroxycyclobut-3-ene-1,2-dione
Molecular Weight	114.06
Molecular Formula	(HO)2C4(=O)2
Canonical SMILES	C1(=C(C(=O)C1=O)O)O
InChI	InChI=1S/C4H₂O4/c5-1-2(6)4(8)3(1)7/h5-6H
InChI Key	PWEBUXCTKOWPCW-UHFFFAOYSA-N
Boiling Point	250.96 °C
Melting Point	>300 °C
Flash Point	190 °C
Purity	95%+
Density	1.82 g/cm³
Solubility	Soluble in water
Appearance	Gray crystalline solid
Application	3,4-Dihydroxy-3-cyclobutene-1,2-dione can be used: In fluorescence detection in immunoassays, hybridization assays, enzymatic reactions, and other analytical procedures. To form diffraction quality crystals. To synthesize a squarate dianion, which is used as a building block to create uncharged polymeric networks. These ordered structures are used in catalysis, nonlinear optics, electrical conductivity, molecular recognition, and molecular sieves.
Storage	Inert atmosphere,Room Temperature
Assay	≥99.0% (HPLC)
BeilsteinREAXYS Number	774275
EC Number	220-761-4
MDL Number	MFCD00001334
NACRES	NA.23
Packaging	Packaging 5 g in glass bottle 25, 100 g in poly bottle
Quality Level	200