Compound: Squaric acid
SMILES: O=c1c(O)c(O)c1=O
InChIKey: PWEBUXCTKOWPCW-UHFFFAOYSA-N
Synonyms: Squaric acid, 2892-51-5, Quadratic acid, 3,4-dihydroxycyclobut-3-ene-1,2-dione, Quadratsaeure, 1,2-Diketo-3,4-dihydroxycyclobutene, Dihydroxycyclobutenedione, SVR9D0VODW, DTXSID9049409, NSC-125692, DTXCID8029369, CHEBI:52141, RefChem:185166, 220-761-4, 3,4-Dihydroxy-3-cyclobutene-1,2-dione, 3-Cyclobutene-1,2-dione, 3,4-dihydroxy-, dihydroxycyclobut-3-ene-1,2-dione, Cyclobutenedione, dihydroxy-, 1,2-Dihydroxycyclobutene-3,4-dione, MFCD00001334, 1,2-Dihydroxycyclobutenedione, 3,4-Dihydroxy-cyclobutene-1,2-dione, NSC 125692, CYCLOBUTENE-1,2-DIONE, 3,4-DIHYDROXY-, 1,2-dioxo-3,4-dihydroxycyclobutene, NSC624671, 1,2-dioxo-3,4-dihydroxycyclobut-3-ene, 3,4-dihydroxy-3-cyclobutene-2-dione;QUADRATIC ACID, 31150-56-8, CCRIS 6793, UNII-SVR9D0VODW, EINECS 220-761-4, BRN 0774275, AI3-61444, 1,2-DIHYDROXY-1-CYCLOBUTEN-3,4-DIONE, 1,2-DIHYDROXY CYCLOBUTENEDIONE, 3,2-dione, 3,4-Dihydroxy-3-cyclobuten-1,2-dion, 1,4-dihydroxycyclobutene, SQUARIC ACID [MI], 3,4-Dihydroxy-3-cyclobuten-1,2-dion [IUPAC], WLN: L4VVTJ CQ DQ, SCHEMBL56172, 4-08-00-02701 (Beilstein Handbook Reference), SQUARIC ACID [WHO-DD], Cyclobutene-1, 3,4-dihydroxy-, cyclobutenedione, 3,4-dihydroxy-, 3-Cyclobutene-1, 3,4-dihydroxy-, STR05257, Tox21_202819, 1,2-Dihydroxy-3,4-cyclobutenedione, BBL011240, NSC125692, SBB007891, STK936793, 1-Cyclobutene-3,4-dione-1,2-diol, AKOS000121580, CS-W019969, FD13829, NSC 624671, NSC-624671, SB11012, 1,2-dihydroxy-l-cyclobutene-3,4-dione, 3,4-dihydroxy-3-cyclobuten-1,2-dione, 1,2-dihydroxy-1-cyclobutene-3,4-dione, NCGC00260365-01, AC-22924, BP-10690, SY002206, 3,4-dihydroxy-cyclobut-3-ene-1,2-dione, 3-Cyclobutene-1,2-dione,3,4-dihydroxy-, CAS-2892-51-5, DB-028257, D1399, NS00028581, ST50828271, EN300-16613, 3,4-Dihydroxy-3-cyclobutene-1,2-dione, 99%, F049600, Q903298, Q3008466, Z56347217, F0001-0904, InChI=1/C4H2O4/c5-1-2(6)4(8)3(1)7/h5-6, 3,4-Dihydroxy-3-cyclobutene-1,2-dione, Lonza quality, 98.50-101.00% (w/w) (HPLC)
Theoretical properties:
molecular_formula: C4H2O4
molecular_weight: 114.06 g/mol
exact_mass: 113.99530854 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 0
heavy_atom_count: 8
topological_polar_surface_area: 74.6 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Squaric acid is a carbon oxoacid that consists of 1,2-diketocyclobut-3-ene bearing two enolic hydroxy substituents at positions 3 and 4. It has a role as a metabolite. It is a carbon oxoacid and an alicyclic ketone. It is a conjugate acid of a hydrogensquarate.
chebi: A carbon oxoacid that consists of 1,2-diketocyclobut-3-ene bearing two enolic hydroxy substituents at positions 3 and 4.
wikipedia: Squaric acid or quadratic acid (so named because its four carbon atoms approximately form a square) is a diprotic organic acid with the chemical formula C4O2(OH)2.
The conjugate base of squaric acid is the hydrogensquarate anion HC4O−4; and the conjugate base of the hydrogensquarate anion is the divalent squarate anion C4O2−4. This is one of the oxocarbon anions, which consist only of carbon and oxygen.
Squaric acid is a reagent for chemical synthesis.  Derivatives are dyes and biochemical agents.