1,8-Diaminonaphthalene

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1,8-Diaminonaphthalene
1,8-Diaminonaphthalene.png
Names
IUPAC name
naphthalene-1,8-diamine
Other names
deltamin, 1,8-naphthalenediamine
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.006.846
Properties
C10H10N2
Molar mass 158.1998
Related compounds
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

1,8-Diaminonaphthalene is an organic compound with the formula C10H6(NH2)2. It is one of the diamine derivatives of naphthalene, it is a colorless solid that darkens in air due to oxidation. It is a precursor to commercial pigments.[1]

Synthesis and reactions[edit]

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 pigments. It is a precursor to 1,8-bis(dimethylamino)naphthalene.

References[edit]

  1. ^ Gerald Booth "Naphthalene Derivatives" in Ullmann's Encyclopedia of Industrial Chemistry, 2005, Wiley-VCH, Weinheim. doi:10.1002/14356007.a17_009.