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D2757

Sigma-Aldrich

2,3-Diaminonaphthalene

≥95% purity (HPLC), powder

Sinonimo/i:

2,3-Naphthalenediamine, DAN

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About This Item

Formula empirica (notazione di Hill):
C10H10N2
Numero CAS:
Peso molecolare:
158.20
Beilstein:
2206394
Numero CE:
Numero MDL:
Codice UNSPSC:
12171500
ID PubChem:
NACRES:
NA.47

product name

2,3-Diaminonaphthalene, ≥95% (HPLC), powder

Livello qualitativo

Saggio

≥95% (HPLC)

Forma fisica

powder

tecniche

titration: suitable

Colore

off-white to dark beige, to Dark Brown

Punto di fusione

198-200 °C

Solubilità

pyridine: 50 mg/mL

applicazioni

diagnostic assay manufacturing
hematology
histology

Temperatura di conservazione

room temp

Stringa SMILE

Nc1cc2ccccc2cc1N

InChI

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

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Descrizione generale

2,3-Diaminonaphthalene is also known as 2,3-Naphthalenediamine or DAN. It is one of the isomers of naphthalene bearing two amino groups, which are also called naphthalenediamines. They are usually prepared by reducing the nitronaphthalene derivative and aminating the subsequent hydroxynaphthalene derivative.

Applicazioni

  • 2,3-Diaminonaphthalene (DAN) has been used for the fluorometric measurement of nitrite/nitrate.
  • DAN has been used to develop a solid phase extraction-multisyringe flow injection system to spectrophotometrically detect the presence of selenium.
  • It has been employed in a study to develop a colorimetric assay for the detection of methylglyoxal.
  • It has also been used in a study to develop a novel ratiometric fluorescent probe for the in-situ detection of alkaline phosphatase activity.

Azioni biochim/fisiol

2,3-Diaminonaphthalene (DAN) is used in the nitrite detection test, where it reacts with nitrite to form fluorescent 1H-naphthotriazol.
DAN also reacts with selenite to form 4,5-benzopiazselenol which is detectable via absorptiometry or fluorometry.

Pittogrammi

Health hazardExclamation mark

Avvertenze

Danger

Indicazioni di pericolo

Classi di pericolo

Acute Tox. 4 Oral - Carc. 1A - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable


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Fluorometric measurement of nitrite/nitrate by 2,3-diaminonaphthalene.
Nussler AK, et al.
Nature Protocols, 1, 2223-2223 (2006)
Sessler JL, et al.
Anion Receptor Chemistry (2006)
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

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