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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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T S Koh et al.
Journal - Association of Official Analytical Chemists, 66(4), 918-926 (1983-07-01)
The reaction of 2,3-diaminonaphthalene (DAN) with Se(IV) to form a fluorescent Se-DAN complex is the basis of a fluorometric method for determination of Se. With the aid of metabolically incorporated 75Se the method was critically re-examined. The study showed that
Yanming Shen et al.
Analytical chemistry, 87(2), 1274-1280 (2014-12-19)
Nitrite is a heavily assayed substrate in the fields of food safety, water quality control, disease diagnosis, and forensic investigation and more recently in basic biological studies on nitric oxide physiology and pathology. The colorimetric Griess assay and the fluorimetric
Stefan Ehling et al.
Journal of AOAC International, 100(6), 1831-1835 (2017-07-02)
Nitrite (NO2-) is an inorganic anion that can be found in various powdered milk- and soy-based nutritional ingredients as an incidental contaminant. Reliable determination of NO2- in nutritional ingredients is of paramount importance to ensure the safety of finished products.
Jinghe Yang et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 58(8), 1775-1778 (2002-08-09)
The molecular recognition properties of calixarenes to 2,3-diaminonaphthalene (DAN) were investigated. We found that the fluorescence emission of DAN has a blue shift after p-sulfonic sodium calix[4]arece (SSCA) was added to DAN. The proposed mechanism of the molecular recognition between
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
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