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1,8-Diaminonaphthalene
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changed 477206675 Chemical structural formula of 1,8-diaminonaphthalene.svg 150px Naphthalene-1,8-diamine Deltamin, 1,8-Naphthalenediamine correct chemspider 61381 1/C10H10N2/c11-8-5-1-3-7-4-2-6-9(12)10(7)8/h1-6H,11-12H2 YFOOEYJGMMJJLS-UHFFFAOYAU c1(cccc2cccc(N)c12)N correct EBI 595537 correct chemspider 1S/C10H10N2/c11-8-5-1-3-7-4-2-6-9(12)10(7)8/h1-6H,11-12H2 correct chemspider YFOOEYJGMMJJLS-UHFFFAOYSA-N correct CAS 479-27-6 correct FDA IKA7029YH9 68067 C1=CC2=C(C(=C1)N)C(=CC=C2)N
C10H10N2 158.1998
Aromatic amines 1-Naphthylamine1,8-bis(dimethylamino)naphthalene
1,8-Diaminonaphthalene is an organic compound with the formula C10H6(NH2)2. 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.Gerald Booth Naphthalene Derivatives 2005 doi10.1002/14356007.a17_009.
Synthesis and reactions
thumb|left|144px|Chemical structure of 12-phthaloperinone, a derivative of 1,8-diaminonaphthalene
It is prepared by reduction of 1,8-dinitronaphthalene, which in turn is obtained (along with other dinitronaphthalenes) by nitration of 1-nitronaphthalene.
Upon treatment with phthalic anhydride derivatives, the diamine converts to phthaloperinones.10.1021/ol201973w Green Synthesis of Polycyclic Benzimidazole Derivatives and Organic Semiconductors 2011 Mamada Masashi PéRez-BolíVar César Anzenbacher Pavel Organic Letters 13 18 4882–4885 21863817 32185653 https://scholarworks.bgsu.edu/chem_pub/145 subscription 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.F.K. Behbahani, F.M.Golchin 10.1016/j.jtusci.2015.10.004 A new catalyst for the synthesis of 2-substituted perimidines catalysed by FePO4 Journal of Taibah University for Science 2017 11 1 85–89 98648448 free 2017JTUS...11...85B https://zenodo.org/records/3593823/files/A%20new%20catalyst%20for%20the%20synthesis%20of%202%20substituted%20perimidines%20catalysed%20by%20FePO4(1).pdf
See also
C10H10N2
References
Category:Naphthylamines
Category:Diamines