2,3-Diaminonaphthalene

2,3 Diaminonaphthalene is a highly selective colorimetric and fluorometric reagent for selenium detection and also used for the fluorometric determination of nitrite.

Compound 1 (2 gm) was dissolved in absolute ethanol. Ammonium chloride (1.5 gm), dil. HCl (in catalytic amount) and excess of strong ammonium solution were added to it and reuxed for 6 h on water bath till appearing of permanent dark greenish colour. After completion of reaction, solution was cooled and kept in deep freezer for overnight. Greenish crystals were fltered, dried and recrystallized with methanol. Dark greenish crystals;Yield 75percent; Rf 0.89, Rf 0.82; mp 150 °C; IR (νmax, KBr, cm-1): 758, 854, 1473 (aromatic =C-N), 1500(aromatic C=C), 1681 (N-H), 3049 (N-H); 1H-NMR(CDCl3 500 MHz): 7.45-7.46 (dd, J=3.5-4 Hz, 2H, Ar-H), 7.12-7.14 (dd, J=3-3.5 Hz, 2H, Ar-H), 7.09 (s, Ar-H, 2H), 7.05 (s, Ar-NH2, 4H).

2,3-Diaminonaphtaline (DAN) is used as a derivatisation-reagent for the determination of selenium at low detection limits. In a reaction similar to that of DAF-FM , 2,3- diaminonaphthalene (D-7918) reacts with the nitrosonium cation that forms spontaneously from NO to form the fluorescent product 1H-naphthotriazole.Using 2,3-diaminonaphthalene, researchers have developed a rapid, quantitative fluorometric assay that can detect from 10 nM to 10 μM nitrite and is compatible with a 96-well microplate format.

Molecular Weight:158.20
XLogP3:1.9
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Exact Mass:158.084398327
Monoisotopic Mass:158.084398327
Topological Polar Surface Area:52
Heavy Atom Count:12
Complexity:140
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes