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HomeProduct name list 2,3-diaminonaphthalene

2,3-diaminonaphthalene

Synonym(s):2,3-Naphthalenediamine;DAN;naphthalene-2,3-diamine

  • CAS NO.:771-97-1
  • Empirical Formula: C10H10N2
  • Molecular Weight: 158.2
  • MDL number: MFCD00004116
  • EINECS: 212-241-0
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-04-24 17:21:45
 2,3-diaminonaphthalene Structural

What is 2,3-diaminonaphthalene?

Description

2,3-Diaminonaphthalene is a highly selective colorimetric and fluorometric reagent for selenium detection and also used for the fluorometric determination of nitrite. It is also useful for detection of ketones and alpha-keto acids.
2,3-Diaminonaphthalene reacts with nitrosonium, which is formed from nitrite at low pH, to form the fluorescent dye 1 H-naphthotriazole. This method can be used to detect 10 nM to 10 uM of nitrite (NO2-) and is compatible with 96-well format.
Fluorometric probe for nitrite
Quantify 10 nM to 10 uM of nitrite
Yellow orange solid soluble in DMSO

Chemical properties

colourless to white crystalline powder

The Uses of 2,3-diaminonaphthalene

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.

The Uses of 2,3-diaminonaphthalene

2,3-Diaminonaphtaline (DAN) is used as a derivatisation-reagent for the determination of selenium at low detection limits.

The Uses of 2,3-diaminonaphthalene

2,3-Diaminonaphthalene is used in preparation of precursors for multi-layer 3D material comprising chiral organic sandwich compounds.

What are the applications of Application

2,3-Diaminonaphthalene is an inhibitor of nitric oxide formation

Reactions

2,3-diaminonaphthalene (DAN) is a fluorometric probe for nitrite. It reacts with nitrosonium, which is formed from nitrite at low pH, to form the fluorescent dye 1 H-naphthotriazole. This method can be used to detect 10 nM to 10 uM of nitrite (NO2-) and is compatible with 96-well format.
Reaction of 2,3-Diaminonaphthalene with NO2
Reaction of 2,3-Diaminonaphthalene with NO2.

Purification Methods

Crystallise the diamine from water, or dissolve it in 0.1M HCl, by heating to 50o. After cooling, the solution is extracted with decalin to remove fluorescent impurities and centrifuged. [Beilstein 13 IV 346.]

Properties of 2,3-diaminonaphthalene

Melting point: 197-203 °C
Boiling point: 273.29°C (rough estimate)
Density  1.0968
refractive index  1.6392 (estimate)
storage temp.  Keep in dark place,Inert atmosphere,2-8°C
solubility  pyridine: soluble50mg/mL
pka 5.36±0.10(Predicted)
form  Crystalline Powder
color  Green-brown to brown
Water Solubility  Slightly soluble in water. Soluble in pyridine, dimethylsulfoxide, dimethyformamide, dil.hydrochloric acid, ethanol, ether and hot methanol.
BRN  2206394
Stability: Stable. Combustible. Incompatible with strong oxidizing agents.
CAS DataBase Reference 771-97-1(CAS DataBase Reference)
EPA Substance Registry System 2,3-Naphthalenediamine (771-97-1)

Safety information for 2,3-diaminonaphthalene

Signal word Danger
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
ghs
Health Hazard
GHS08
GHS Hazard Statements H302:Acute toxicity,oral
H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
H350:Carcinogenicity
Precautionary Statement Codes P201:Obtain special instructions before use.
P202:Do not handle until all safety precautions have been read and understood.
P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P308+P313:IF exposed or concerned: Get medical advice/attention.

Computed Descriptors for 2,3-diaminonaphthalene

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