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
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)
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
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.
N-Bromosuccinimide Price
- 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
- 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
- Product number
- D1045
- Product name
- 2,3-Diaminonaphthalene
- Purity
- >98.0%(T)
- Packaging
- 1g
- Price
- $133
- Updated
- 2025/07/31
- Product number
- D1045
- Product name
- 2,3-Diaminonaphthalene
- Purity
- >98.0%(T)
- Packaging
- 5g
- Price
- $298
- Updated
- 2025/07/31
- Product number
- D2757
- Product name
- 2,3-Diaminonaphthalene
- Purity
- ≥95% (HPLC), powder
- Packaging
- 1g
- Price
- $285
- Updated
- 2025/07/31
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
Preparation Products
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View Lastest Price from 2,3-diaminonaphthalene manufacturers
- 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
- 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
- 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