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Sigma-Aldrich

2,3-Diaminonaphthalene

BioReagent, suitable for fluorescence, ≥98.0% (HPLC)

Synonym(s):

naphthalene-2,3-diamine, 2,3-Naphthalenediamine, DAN

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About This Item

Empirical Formula (Hill Notation):
C10H10N2
CAS Number:
771-97-1
Molecular Weight:
158.20
Beilstein:
2206394
EC Number:
212-241-0
MDL number:
MFCD00004116
UNSPSC Code:
12171500
PubChem Substance ID:
57653309
NACRES:
NA.32

product line

BioReagent

Assay

≥98.0% (HPLC)

form

solid

mp

196-202 °C

fluorescence

λex 364 nm; λem 406 nm in 0.5 M Na carbonate pH 10.0 (after derivatization with NaNO2 in 0.1 M HCl)

suitability

suitable for fluorescence

SMILES string

Nc1cc2ccccc2cc1N

InChI

1S/C10H10N2/c11-9-5-7-3-1-2-4-8(7)6-10(9)12/h1-6H,11-12H2

InChI key

XTBLDMQMUSHDEN-UHFFFAOYSA-N

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General description

2,3-Diaminonaphthalene, also known as 2,3 DAN, is an aromatic diamino fluorescent compound designed for carrying out DAN assays. Reacting with nitrite, 2,3 DAN forms the fluorescent product, 3-naphthotriazole (NAT), determined fluorometrically.

Application

2,3-Diaminonaphthalene or DAN is suitable for fluorescence-spectroscopic determination of nitrite/ nitrate in milk and soy based food products.

DAN is used in the fluorometric determination of selenium in biological materials.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Analysis Note

In addition to the emission maximum at 406 nm, there are lower maxima at 426, 386 and 450 nm

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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N R Neng et al.
Journal of chromatography. A, 1169(1-2), 47-52 (2007-09-25)
Stir bar sorptive extraction with in-situ derivatization using 2,3-diaminonaphthalene (DAN) followed by liquid desorption and high performance liquid chromatography with diode array detection (SBSE(DAN)in-situ-LD-HPLC-DAD) was developed for the determination of glyoxal (Gly) and methylglyoxal (MGly) in environmental and biological matrices.
Maria De Lucia et al.
Chemical research in toxicology, 21(12), 2407-2413 (2009-06-24)
With a view to elucidating the structural requisites for effective antinitrosating properties in plant polyphenolics and their metabolites, we have undertaken a comparative investigation of the nitrite scavenging effects of representative catechol derivatives of dietary relevance in the 2,3-diaminonaphthalene (DAN)
A M Serra et al.
Talanta, 81(1-2), 572-577 (2010-03-02)
In the present work, a solid phase extraction (SPE) is hyphenated with an automatic MSFIA system to improve the selenite determination based on the reaction of selenite with aromatic o-diamines (such as 2,3-diaminonaphthalene (DAN)) to form the piazselenol complex. This
Chien-Yuan Kuo et al.
Molecules (Basel, Switzerland), 17(6), 7387-7400 (2012-06-19)
Neutral and acidic monosaccharide components in Ganoderma lucidum polysaccharide are readily labeled with 2,3-naphthalenediamine, and the resulting saccharide-naphthimidazole (NAIM) derivatives are quantified by capillary electrophoresis (CE) in borate buffer. Using sulfated-α-cyclodextrin as the chiral selector, enantiomers of monosaccharide-NAIMs are resolved
Andreas K Nussler et al.
Nature protocols, 1(5), 2223-2226 (2007-04-05)
We describe a step-by-step protocol for measuring the stable products of the nitric oxide (NO) pathway: nitrite, nitrite plus nitrate and nitrate. This described protocol is easy to apply and is about 50 times more sensitive than the commonly used
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