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2892-51-5 - 3,4-Dihydroxy-3-cyclobutene-1,2-dione, 98+% - Squaric acid - A15169 - Alfa Aesar

A15169 3,4-Dihydroxy-3-cyclobutene-1,2-dione, 98+%

CAS Number
2892-51-5
Synonyms
Squaric acid

Size Price ($) Quantity Availability
5g 47.28
25g 137.70
100g 431.10
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3,4-Dihydroxy-3-cyclobutene-1,2-dione, 98+%

MDL
MFCD00001334
EINECS
220-761-4

Chemical Properties

Formula
C4H2O4
Formula Weight
114.06
Melting point
>300°
Flash Point
190°(374°F)
Solubility
Soluble in water.

Applications

3,4-Dihydroxy-3-cyclobutene-1,2-dione is used to produce diethoxy-cyclobutenedione by heating, pharmaceutical intermediates, squarylium dyes, and photoconducting squaraines; The dibutylester is used as a contact sensitizer in the treatment of alopecia and warts.

Notes

Keep container tightly closed. Store in cool, dry conditions in well sealed containers.

Literature References

MacLean, E.J.; Wheatley, P.S Ferguson, G.; Glidewell, C. Self-templating of large rings by small rings in 4,4'-bipyridyl-3,4-dihydroxy-3-cyclobutene-1,2-dione (2/3). Acta Cryst. 1999, 55, 1892-1896.

Semmingsen, D.; Hollander, F.J.; Koetzle, T.F. A neutron diffraction study of squaric acid (3,4-dihydroxy-3-cyclobutene-1,2-dione). J. Chem. Phys. 1977, 66, 4405.

Interesting dibasic acid, readily forming salts, acid chloride, esters, amides, etc. Esters of squaric acid have been used to synthesize chiral bioisosteres for the amino acid functionality: J. Org. Chem., 57, 6896 (1992).

For reviews of squaric acid and its derivatives, see: Synthesis, 1, 649, 869 (1978); 961 (1980). See also: J. Chem. Soc., Perkin 1, 263 (1993).

GHS Hazard and Precautionary Statements

Hazard Statements: H315-H319-H317-H335

Causes skin irritation. Causes serious eye irritation. May cause an allergic skin reaction. May cause respiratory irritation.

Precautionary Statements: P261-P280-P305+P351+P338-P304+P340-P362-P312-P363-P405-P403+P233-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Take off contaminated clothing and wash before reuse. Call a POISON CENTER or doctor/physician if you feel unwell. Wash contaminated clothing before reuse. Store locked up. Store in a well-ventilated place. Keep container tightly closed. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
774275
Hazard Class
8
Harmonized Tariff Code
2914.40
TSCA
Yes
RTECS
GU1800000

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