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:
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.)
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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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
Wen Yang et al.
Organic letters, 15(6), 1190-1193 (2013-03-08)
An efficient asymmetric cascade sulfa-Michael/Michael addition reaction catalyzed by a chiral bifunctional squaramide-tertiary amine catalyst has been developed. This organocatalytic cascade reaction provides easy access to highly functionalized chromans with three contiguous stereocenters, including one quaternary center. In addition, a
Clare E Rowland et al.
Inorganic chemistry, 49(19), 8668-8673 (2010-03-13)
Two uranyl squarates, (UO(2))(6)(C(4)O(4))(3)(OH)(6)O(2)·9H(2)O·4NH(4) (1; a = 16.6897(7) Å, cubic, I23) and (UO(2))(C(4)O(4))(OH)(2)·2NH(4) (2; a = 8.5151(4), b = 15.6822(8), c = 7.3974, orthorhombic, Pbcm), have been synthesized from ambient aqueous solutions as a function of pH. Oligomerization of the
R Ian Storer et al.
Chemical Society reviews, 40(5), 2330-2346 (2011-03-15)
Squaramides are remarkable four-membered ring systems derived from squaric acid that are able to form up to four hydrogen bonds. A high affinity for hydrogen bonding is driven through a concomitant increase in aromaticity of the ring. This hydrogen bonding
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
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