2,3-Diaminonaphthalene

Base Information

• Chemical Name: 2,3-Diaminonaphthalene
• CAS No.: 771-97-1
• Molecular Formula: C10H10N2
• Molecular Weight: 158.203
• Hs Code.: 2921590090
• European Community (EC) Number: 212-241-0
• NSC Number: 62692
• UNII: 2BNZ6BRS87
• DSSTox Substance ID: DTXSID4061121
• Nikkaji Number: J79.947E
• Wikidata: Q27254527
• Mol file: 771-97-1.mol

Synonyms:2,3-diaminonaphthalene;2,3-naphthalenediamine

Chemical Property of 2,3-Diaminonaphthalene

Chemical Property:

• Appearance/Colour: colourless to white crystalline powder
• Vapor Pressure: 1.1E-05mmHg at 25°C
• Melting Point: 197-203 °C
• Refractive Index: 1.757
• Boiling Point: 370.6 °C at 760 mmHg
• PKA: 5.36±0.10(Predicted)
• Flash Point: 212.3 °C
• PSA: 52.04000
• Density: 1.234 g/cm³
• LogP: 3.16660
• Storage Temp.: Refrigerator
• Solubility.: pyridine: soluble50mg/mL
• Water Solubility.: Slightly soluble in water. Soluble in pyridine, dimethylsulfoxide, dimethyformamide, dil.hydrochloric acid, ethanol, ether and h
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 158.084398327
• Heavy Atom Count: 12
• Complexity: 140

Purity/Quality:

98% ^*data from raw suppliers

2,3-Diaminonaphthalene >98.0%(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn,T
• Statements: 22-36/37/38-45
• Safety Statements: 26-45-53

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Naphthalenes
• Canonical SMILES: C1=CC=C2C=C(C(=CC2=C1)N)N
• 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 nitriteQuantify 10 nM to 10 uM of nitriteYellow orange solid soluble in DMSO
• Uses: 2,3-Diaminonaphtaline (DAN) is used as a derivatisation-reagent for the determination of selenium at low detection limits. 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. 2,3-Diaminonaphthalene is used in preparation of precursors for multi-layer 3D material comprising chiral organic sandwich compounds.

Technology Process of 2,3-Diaminonaphthalene

There total 11 articles about 2,3-Diaminonaphthalene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 75.0%

2,3-dichloronaphthalene (2050-75-1) → 2,3-Diaminonaphthalene (771-97-1)

Guidance literature:

With hydrogenchloride; ammonia; ammonium chloride; In ethanol; for 6h; Reflux;

DOI:10.13005/ojc/330230

Reference yield:

2,3-naphthalenediol (92-44-4) → 2,3-Diaminonaphthalene (771-97-1)

Guidance literature:

With ammonia; at 240 - 250 ℃;

Reference yield:

3-Amino-2-naphthol (5417-63-0) → 2,3-Diaminonaphthalene (771-97-1)

Guidance literature:

With ammonium sulfite; ammonia; water; at 170 ℃;

DOI:10.1002/hlca.19370200179

upstream raw materials:

3-nitronaphthalen-2-amine

naphthalen-2-ylamine

3-Amino-2-naphthol

2,3-naphthalenediol

Downstream raw materials:

1H-Naphtho<2,3-d><1,2,3>triazole

1,4-dihydrobenzo-[g]quinoxaline-2,3-dione

6,13-dihydrodibenzophenazine

2-methyl-4-phenyl-3H-naphtho[2,3-b][1,4]diazepine

Refernces

• 1、 Kumar, Shiv,Kumar, Nitin,Drabu, Sushma. "Synthesis and in vitro antimycobacterial activity of 7-[3-(substituted) phenylprop-2-enoyl]-2,3-diphenyl- 5H,10H-benzo[g]quinoxaline-5,10-diones". . p. 25 - 31. Retrieved 2019/01/16.