1,4-Diaminoanthraquinone

Name: 1,4-Diaminoanthraquinone
SKU: ACMA00016762
Rating: 5 (1 reviews)

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Catalog NumberACMA00016762

CategoryPolymers

IUPAC Name

1,4-diaminoanthracene-9,10-dione

Molecular Weight

238.24g/mol

Molecular Formula

C14H10N2O2

Canonical SMILES

C1=CC=C2C(=C1)C(=O)C3=C(C=CC(=C3C2=O)N)N

InChI

InChI=1S/C14H10N2O2/c15-9-5-6-10(16)12-11(9)13(17)7-3-1-2-4-8(7)14(12)18/h1-6H,15-16H2

InChI Key

FBMQNRKSAWNXBT-UHFFFAOYSA-N

Melting Point

268.0 °C

Application

1,4-Diaminoanthraquinone serves a versatile role in various applications due to its unique chemical structure, which combines quinone and amine functions with an aromatic base. This configuration allows it to have five distinct electrochemical oxidation states, enhancing its functionality in oxidative and reductive reactions. Despite its low solubility in common polar organic solvents, 1,4-Diaminoanthraquinone is crucial as an intermediate in the production of numerous synthetic dyes, including reductive, dispersal, and acid dyes, as well as purple disperse dyestuffs. Moreover, its ability to be oxidized with metal atoms allows for the formation of conducting coordination polymers, which are vital in the development of advanced materials. Its applications extend to solar cells and optical sensor technology, evident in hybrid silicon/poly (1,4-diaminoanthraquinone) photoconductive diodes. Additionally, it plays a role in electrochemical sensing, facilitating glucose detection on gold electrodes. Therefore, 1,4-Diaminoanthraquinone is a critical component in advancing both dye synthesis and innovative technological applications.

Complexity

346

Covalently-Bonded Unit Count

EC Number

204-922-6;615-398-7

Exact Mass

238.074228g/mol

Formal Charge

Heavy Atom Count

Log P

3.0 (LogP)

MeSH Entry Terms