3,4-Dihydroxy-3-cyclobutene-1,2-dione
Catalog Number
ACM2892515-1
CAS
2892-51-5
IUPAC Name
3,4-Dihydroxycyclobut-3-ene-1,2-dione
Synonyms
Squaric acid
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.
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.
Molecular Weight
114.06
Molecular Formula
(HO)2C4(=O)2
Product Information
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.
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
Storage
Inert atmosphere,Room Temperature
Complexity
178
Covalently-Bonded Unit Count
1
Exact Mass
113.99530854
Heavy Atom Count
8
MDL Number
MFCD00001334
Monoisotopic Mass
113.99530854
Rotatable Bond Count
0
Topological Polar Surface Area
74.6 Ų
Please kindly note that our products and services are for research use only.
Have a question? Get a Free Consultation