Chemical Properties
yellow powder
Uses
9-Anthraldehyde is used to prepare asymmetrical tridentate Schiff base ligands, 2-(9-anthrylmethyl-ideneamino)-4-methyl-phenol and functionalized ligand like 2-(anthracen-9-ylidene)-4,5-bis(diphenylphosphino)-4-cyclopentene-1,3-dione through Knoevenangel condensation with the diphosphine ligand 4,5-bis(diphenylphosphino)-4-cyclopentene-1,3-dione. It is also used as an intermediate for dyes, pigment, active pharmaceutical ingredients and other organic compounds. Further, it is involved in the Diels Alder reaction with benzenediazonium-2-carboxylate.
Synthesis Reference(s)
The Journal of Organic Chemistry, 53, p. 4587, 1988
DOI: 10.1021/jo00254a035
General Description
The Diels-Alder reaction of 9-anthracenecarboxaldehyde with benzenediazonium-2-carboxylate was studied.
Purification Methods
9-Anthraldehyde [642-31-9] M 206.2, m 104-105o. Crystallise the aldehyde from acetic acid or EtOH. [Masnori et al. J Am Chem Soc 108 1126 1986, Beilstein 7 IV 1738.]
