9,10-Anthracenedicarboxylic acid

Basic Information

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CAS Number

73016-08-7

Molecular Formula

C16H10O4

Molecular Weight

266.25 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Melting Point

>300 °C

SMILES

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O=C(O)C1=C2C=CC=CC2=C(C3=CC=CC=C13)C(O)=O

InChI

InChI=1S/C16H10O4/c17-15(18)13-9-5-1-2-6-10(9)14(16(19)20)12-8-4-3-7-11(12)13/h1-8H,(H,17,18)(H,19,20)

InChIKey

FDFGHPKPHFUHBP-UHFFFAOYSA-N

LogP

3.389400000000001

Topological Polar Surface Area

74.6 Å²

Hydrogen Bond Donor/Acceptor

2 / 4

Complexity

343

Safety Information

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GHS Hazard Pictograms

H400

Hazard Statement

H400 Very toxic to aquatic life
Hazardous to the aquatic environment, acute hazard

Synonyms & References

English

anthracene-9,10-dicarboxylic acid
H2ADC
9,10-Anthracenedicarboxylic acid
H2adc

MDL Number

MFCD00229428

FAQ

What are the physical and chemical properties of 9,10-Anthracenedicarboxylic acid (CAS: 73016-08-7)?

9,10-Anthracenedicarboxylic acid is a white crystalline solid with a molecular weight of approximately 244.24 g/mol. It has a high solubility in hot water and poor solubility in cold water. The acid is known for its strong reactivity, particularly towards nucleophilic substitution and condensation reactions. It is highly stable in dry air but can decompose in the presence of moisture and heat.

How is 9,10-Anthracenedicarboxylic acid (CAS: 73016-08-7) typically synthesized?

9,10-Anthracenedicarboxylic acid can be synthesized via the Wittig reaction, where anthracene is treated with phosphorus ylide and a strong base like n-butyllithium. Another method involves the oxidative cleavage of anthracene-9,10-dione using hydrogen peroxide in the presence of a catalyst like manganese dioxide. These processes typically yield high selectivity and good to excellent yields.

What industries use 9,10-Anthracenedicarboxylic acid (CAS: 73016-08-7)?

9,10-Anthracenedicarboxylic acid is primarily used in the production of polyesters, as a monomer for the synthesis of polymers, and in the development of organic sensors and semiconductors. It is also utilized in the pharmaceutical industry for certain drug intermediates and in the formulation of materials for electronic applications.

What precautions should be taken when handling 9,10-Anthracenedicarboxylic acid (CAS: 73016-08-7)?

When handling 9,10-Anthracenedicarboxylic acid, laboratory personnel should wear appropriate personal protective equipment (PPE) such as gloves, safety goggles, and a lab coat. The substance should be stored in a cool, dry place away from direct sunlight and heat. Spills should be handled using appropriate absorbents, and the area should be cleaned thoroughly. It is advisable to consult the Material Safety Data Sheet (MSDS) for detailed safety information and emergency procedures.