ChemicalBook > CAS DataBase List >  2,3-diaminonaphthalene

2,3-diaminonaphthalene

Product Name
2,3-diaminonaphthalene
CAS No.
771-97-1
Chemical Name
2,3-diaminonaphthalene
Synonyms
Naphthalene-2,3-diamine;DAN;2,3-DIAMINONAPHTHALENE;2,3-NAPHTHALENEDIAMINE;DAND1;JACS-771-97-1;NAPHTHALENEDIAMINE;TIMTEC-BB SBB000127;2,3-DiaminonaphthaL;2,3-Diaminonapthalene
CBNumber
CB8101895
Molecular Formula
C10H10N2
Formula Weight
158.2
MOL File
771-97-1.mol
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2,3-diaminonaphthalene Property

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.
InChI
InChI=1S/C10H10N2/c11-9-5-7-3-1-2-4-8(7)6-10(9)12/h1-6H,11-12H2
InChIKey
XTBLDMQMUSHDEN-UHFFFAOYSA-N
SMILES
C1=C2C(C=CC=C2)=CC(N)=C1N
CAS DataBase Reference
771-97-1(CAS DataBase Reference)
EPA Substance Registry System
2,3-Naphthalenediamine (771-97-1)
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Safety

Hazard Codes 
Xn,T
Risk Statements 
22-36/37/38-45
Safety Statements 
26-45-53
RIDADR 
2811
WGK Germany 
3
F 
8-10-23
TSCA 
Yes
HS Code 
29215900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

H350May cause cancer

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P308+P313IF exposed or concerned: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
88461
Product name
2,3-Diaminonaphthalene
Purity
BioReagent, suitable for fluorescence, ≥98.0% (HPLC)
Packaging
25mg
Price
$54.1
Updated
2025/07/31
Sigma-Aldrich
Product number
88461
Product name
2,3-Diaminonaphthalene
Purity
BioReagent, suitable for fluorescence, ≥98.0% (HPLC)
Packaging
100mg
Price
$87.3
Updated
2025/07/31
TCI Chemical
Product number
D1045
Product name
2,3-Diaminonaphthalene
Purity
>98.0%(T)
Packaging
1g
Price
$133
Updated
2025/07/31
TCI Chemical
Product number
D1045
Product name
2,3-Diaminonaphthalene
Purity
>98.0%(T)
Packaging
5g
Price
$298
Updated
2025/07/31
Sigma-Aldrich
Product number
D2757
Product name
2,3-Diaminonaphthalene
Purity
≥95% (HPLC), powder
Packaging
1g
Price
$285
Updated
2025/07/31
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2,3-diaminonaphthalene Chemical Properties,Usage,Production

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

Uses

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

Uses

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.

Uses

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

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.

Synthesis

2050-75-1

771-97-1

General procedure for the synthesis of 2,3-diaminonaphthalene from 2,3-dichloronaphthalene: Dissolve 2,3-dichloronaphthalene (2 g) in anhydrous ethanol. Ammonium chloride (1.5 g) was added and diluted. Subsequently, a catalytic amount of hydrochloric acid and an excess of concentrated aqueous ammonia solution were added to the reaction system and the reaction was refluxed on a water bath for 6 hours until the reaction solution showed a persistent dark green color. After completion of the reaction, the reaction solution was cooled and placed in a deep freezer overnight. Green crystals were obtained by filtration, dried and recrystallized with methanol. Dark green crystals were obtained; 75% yield; thin layer chromatography Rf values of 0.89 and 0.82; melting point 150 °C; IR spectra (νmax, KBr, cm-1): 758, 854, 1473 (aromatic C-N stretching vibration), 1500 (aromatic C=C stretching vibration), 1681 (N-H bending vibration), 3049 (N-H stretching vibration); 1H NMR (CDCl3, 500 MHz): δ 7.45-7.46 (dd, J=3.5-4 Hz, 2H, Ar-H), 7.12-7.14 (dd, J=3-3.5 Hz, 2H, Ar-H), 7.09 (s, 2H, Ar-H), 7.05 (s, 4H, Ar-NH2).

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.]

References

[1] Oriental Journal of Chemistry, 2017, vol. 33, # 2, p. 821 - 828

2,3-diaminonaphthalene Preparation Products And Raw materials

Raw materials

1,1'-Carbonyldiimidazole Ammonium Sulfite Sodium hypochlorite Ammonium hydroxide N,N-Dimethylformamide 3-Hydroxy-2-naphthoic acid Dichloromethane Sodium hydroxide 2,3-Dihydroxynaphthalene

Preparation Products

Atorvastatin
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View Lastest Price from 2,3-diaminonaphthalene manufacturers

Hebei Chuanghai Biotechnology Co., Ltd
Product
2,3-DIAMINONAPHTHALENE 771-97-1
Price
US $10.00/KG
Min. Order
100KG
Purity
99%
Supply Ability
100 mt
Release date
2024-11-29
Shaanxi Dideu New Materials Co. Ltd
Product
2,3-diaminonaphthalene 771-97-1
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
10000KGS
Release date
2025-03-17
Shaanxi Dideu New Materials Co. Ltd
Product
2,3-diaminonaphthalene 771-97-1
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
10000KGS
Release date
2025-03-11

771-97-1, 2,3-diaminonaphthaleneRelated Search:

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  • 2,3-Diaminonaphthalene(ForNoDetection)
  • NAPHTHALENEDIAMINE
  • TIMTEC-BB SBB000127
  • Naphthalene-2,3-diamine
  • 2,3-Diaminonaphthalene,97%
  • 2,3-Diaminonapthalene
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  • Diaminonaphthalene test solution(ChP)
  • 2,3-NAPHTHYLENEDIAMINE
  • 2,3-NAPHTHALENEDIAMINE
  • 2,3-DIAMINONAPHTHALENE
  • 2,3-Diaminonaphthalene *CAS 771-97-1*
  • DAN
  • JACS-771-97-1
  • 2,3-Diaminonaphthalene &gt
  • 2,3-Diaminonaphthalene[forBiochemicalResearch]&gt
  • 2,3-DiaminonaphthaL
  • 2,3-DIAMINONAPHTHALENE ISO 9001：2015 REACH
  • Diaminonaphthalene test solution
  • 2,3-DIAMINONAPHTHALENE Extra Pure
  • DAN, Fluorescence determination of NO2-
  • 2,3-Diaminonaphthalene, 10 mM in DMSO
  • DAND1
  • Dapoxetine Impurity 129
  • 771-97-1
  • 771-91-1
  • Nitric Oxide and Oxygen Probes
  • Nitric Oxide Probes
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  • Fluorescent Probes, Labels, Particles and Stains
  • Biochemicals and Reagents
  • BioChemical
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