1,8-Diaminonaphthalene
Appearance
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Names | |
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IUPAC name
naphthalene-1,8-diamine
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Other names
deltamin, 1,8-naphthalenediamine
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Identifiers | |
3D model (JSmol)
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ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.006.846 |
PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C10H10N2 | |
Molar mass | 158.1998 |
Related compounds | |
Related Aromatic amines
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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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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]
Synthesis and reactions
![](http://upload.wikimedia.org/wikipedia/commons/thumb/c/c4/Phthaloperinone.png/144px-Phthaloperinone.png)
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
References
- ^ Booth, Gerald (2005). "Naphthalene Derivatives". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. ISBN 978-3527306732..
- ^ 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.