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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

Quality Level

100

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

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
Raluca Petrican et al.
NeuroImage, 123, 80-88 (2015-08-26)
Current evidence suggests that two spatially distinct neuroanatomical networks, the dorsal attention network (DAN) and the default mode network (DMN), support externally and internally oriented cognition, respectively, and are functionally regulated by a third, frontoparietal control network (FPC). Interactions among
Jingqi Tian et al.
The Analyst, 136(11), 2221-2224 (2011-04-01)
In this Communication, we report on the first preparation of conjugation polymer poly(2,3-diaminonaphthalene) (PDAN) microspheres via chemical oxidation polymerization of 2,3-diaminonaphthalene (DAN) monomers by ammonium persulfate (APS) at room temperature. We further demonstrate the use of PDAN microspheres as a
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
Stavros Selemidis et al.
Cardiovascular research, 75(2), 349-358 (2007-06-15)
Endothelial NADPH oxidase is a major source of superoxide in blood vessels and is implicated in the oxidative stress accompanying vascular diseases, including atherosclerosis. Here we investigate the regulation of NADPH oxidase activity by nitric oxide (NO). Human cultured microvascular
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