CAS 2892-51-5 3,4-Dihydroxy-3-cyclobutene-1,2-dione

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

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Catalog Number

ACM2892515-1

CAS Number

2892-51-5

Product Name

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

Structure

Category

Synthetic Tools and Reagents

Synonyms

Squaric acid

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)

Complexity

178

Covalently-Bonded Unit Count

EC Number

220-761-4

Exact Mass

113.99530854

Features And Benefits

1. High quality products
2. Fast delivery
3. Additional products can be ordered, please contact us for details

Formal Charge

Heavy Atom Count

MDL Number

MFCD00001334

MeSH Entry Terms

squaric acid;squaric acid, dipotassium salt;squaric acid, disilver (+1) salt;squaric acid, disodium salt;squaric acid, monopotassium salt;squaric acid, monopotassium salt monohydrate;squaric acid, nickel (+2), (1:1) salt dihydrate

Monoisotopic Mass

113.99530854

NSC Number

624671;125692

Packaging

Packaging
5 g in glass bottle
25, 100 g in poly bottle

Rotatable Bond Count

Topological Polar Surface Area

74.6 Å²

UNII

SVR9D0VODW

XLogP3