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Squaric Acid丨CAS 2892-51-5

CAS: 2892-51-5
Chemical Formula: C4H2O4

Squaric acid (C4H2O4) is a white to beige crystalline solid, known for its strong acidity, high reactivity, and stability, and is widely used as a key intermediate in organic synthesis and the pharmaceutical industry. Its unique structure and high purity also make it highly sought after in chemical research and industrial applications.
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Squaric Acid Basic Properties

Synonymsdihydroxy-cyclobutenedion;SQUARIC ACID;1,2-DIHYDROXY-1-CYCLOBUTEN-3,4-DIONE;DIKETOCYCLOBUTENEDIOL;QUADRATIC ACID;Cyclobutenedione, dihydroxy-
Molecular FormulaC4H2O4
AppearanceWhite to beige crystalline powder
Molecular Weight114.06
Melting Point>300 °C(lit.)
Boiling Point250.96°C
Density1.82 g/cm3
Flash Point190 °C
SolubilityApproximately 20 g/L in water (30 °C); insoluble or slightly soluble in most organic solvents
Storage ConditionsInert atmosphere, room temperature
Purity≧ 98%
Package Information100g, 500g, 1kg or customized

Squaric Acid Key Features

Strong acidity

Squaric acids, due to π-conjugation and electron delocalization, exhibit stronger acidity than typical carboxylic acids, with pKa values of approximately 1-1.5. This makes them highly efficient reagents in synthesis, capable of accelerating reaction rates and increasing yields.

Stability

This compound is stable at room temperature and does not easily decompose, making it easy to store and transport, reducing risks in industrial applications. Its crystalline form also simplifies weighing and handling procedures.

Multifunctionality

C4H2O4 is widely used in the preparation of squaraine dyes, coordination materials, heterocyclic compounds, etc., exhibiting high reactivity.

Green and environmentally friendly

Compared to traditional strong acids, it exhibits lower ecotoxicity in certain applications, supporting green chemistry initiatives and helping to reduce environmental pollution.

Squaric Acid Main Applications

Organic synthesis

Used in the synthesis of various compounds, such as heterocyclic structures, ligand design, and metal-organic frameworks, as a linking or active unit.

Pharmaceutical industry

In the pharmaceutical industry, squaric acid is used as a key intermediate in the synthesis of antiviral drugs or immunomodulators. Its high reactivity ensures the efficiency and purity of the synthetic pathway.

Dye synthesis

Squaric acid is an important intermediate in the preparation of squaraine-type infrared fluorescent dyes, and its derivatives have shown outstanding performance in bioimaging and optoelectronic devices.

Electronic materials manufacturing

Used to prepare functional coatings or semiconductor materials, such as dopants in photovoltaic systems, to improve energy conversion efficiency and ensure material stability and durability.

Precautions

  1. It should be stored in a dry, cool, and well-ventilated environment, sealed, and protected from direct sunlight and high temperatures.

  2. Squaric acid is prone to deprotonation or side reactions in strongly alkaline environments and should be stored separately from alkalis and reducing agents.

  3. When handling C4H2O4, protective gloves, goggles, and protective clothing must be worn to avoid dust inhalation or direct skin contact.

  4. If skin contact occurs, rinse immediately with plenty of water; if it gets into the eyes, rinse with running water for at least 15 minutes and seek medical attention immediately.

  5. As organic acid chemicals, they should be disposed of in accordance with the regulations for organic chemicals and acidic compound waste, and indiscriminate dumping should be avoided.

FAQ

1. How do squaric acids help reduce costs?

Through their high reactivity, they can shorten synthesis steps, increase yields, and thus reduce raw material waste and overall production costs.


2. Why is C4H2O4 chosen as a precursor in the synthesis of materials or dyes?

Because its structure contains two phenolic hydroxyl groups and two carbonyl groups, it readily reacts with amines, metal ions, etc., to form highly conjugated systems (such as squaraine dyes), while its cyclic structure endows the material with high stability and excellent electronic properties.


Wolfa professionally supplies Squaric Acid, supporting small-batch sampling and large-volume procurement needs. Packaging options include ordinary glass bottles, glass ampoules, metal ampoules, etc.


For product analysis reports (such as COA) or procurement consulting, please feel free to contact us at jomin@wolfabio.com at any time.

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