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

CAS Number
2892-51-5
Synonyms
Squaric acid

Stock No. Size Price ($) Quantity Availability
A15169-03 1g 19.20
A15169-06 5g 49.50
A15169-14 25g 167.00
A15169-22 100g 471.00
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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)
Storage & Sensitivity
Ambient temperatures.
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-H335

Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements: P261-P264b-P271-P280-P302+P352-P305+P351+P338-P312-P332+P313-P337+P313-P362-P501c

Avoid breathing dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN: Wash with plenty of soap and water. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Call a POISON CENTER or doctor/physician if you feel unwell. If skin irritation occurs: Get medical advice/attention. If eye irritation persists: Take off contaminated clothing and wash before reuse. Dispose of contents/ container to an approved waste disposal plant

Other References

Beilstein
774275
Harmonized Tariff Code
2914.40
TSCA
Yes
RTECS
GU1800000

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