1,8-Diaminonaphthalene
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.[1]
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| Names | |
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| IUPAC name
naphthalene-1,8-diamine | |
| Other names
deltamin, 1,8-naphthalenediamine | |
| Identifiers | |
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| ChEMBL | |
| ChemSpider | |
| ECHA InfoCard | 100.006.846 |
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| Properties | |
Chemical formula |
C10H10N2 |
| Molar mass | 158.1998 |
| Related compounds | |
Related Aromatic amines |
1-Naphthylamine 1,8-bis(dimethylamino)naphthalene |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
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| Infobox references | |
Synthesis and reactions
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 as a mixture of isomers by nitration of 1-nitronaphthalene.
Upon treatment with phthalic anhydride derivatives, the diamine converts to phthaloperinones.[2] The derivative from phthalic anhydride itself, Solvent Orange 60, is a useful orange pigment. It is a precursor to 1,8-bis(dimethylamino)naphthalene.
See also
- C10H10N2
References
- Booth, Gerald (2005). "Naphthalene Derivatives". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH..
- Mamada, Masashi; PéRez-BolíVar, César; Anzenbacher, Pavel (2011). "Green Synthesis of Polycyclic Benzimidazole Derivatives and Organic Semiconductors". Organic Letters. 13 (18): 4882–4885. doi:10.1021/ol201973w. PMID 21863817.
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