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1,8-Diaminonaphthalene
1,8-bis(dimethylamino)naphthalene
1,8-Diaminonaphthalene is an organic compound with the formula CH(NH). It is one of several isomeric naphthalenediamines. It is a colorless solid that darkens in air due to oxidation. It is a precursor to commercial pigments.
Synthesis and reactions

It is prepared by reduction of 1,8-dinitronaphthalene, which in turn is obtained as a mixture of isomers by nitration of 1-nitronaphthalene.
Upon treatment with phthalic anhydride derivatives, the diamine converts to phthaloperinones. The derivative from phthalic anhydride itself, Solvent Orange 60, is a useful orange pigment. It is a precursor to 1,8-bis(dimethylamino)naphthalene. This compound used to produce perimidines by various aldehydes.
References
References
- (2005). "Naphthalene Derivatives".
- (2011). "Green Synthesis of Polycyclic Benzimidazole Derivatives and Organic Semiconductors". Organic Letters.
- F.K. Behbahani, F.M.Golchin. (2017). "A new catalyst for the synthesis of 2-substituted perimidines catalysed by FePO4". Journal of Taibah University for Science.
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