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1,8-Diaminonaphthalene

Base Information
  • Chemical Name:1,8-Diaminonaphthalene
  • CAS No.:479-27-6
  • Molecular Formula:C10H10N2
  • Molecular Weight:158.203
  • Hs Code.:29215940
  • European Community (EC) Number:207-529-8
  • NSC Number:6081
  • UNII:IKA7029YH9
  • DSSTox Substance ID:DTXSID6044432
  • Nikkaji Number:J40.473J
  • Wikipedia:1,8-Diaminonaphthalene
  • Wikidata:Q3277541
  • ChEMBL ID:CHEMBL595537
  • Mol file:479-27-6.mol
1,8-Diaminonaphthalene

Synonyms:1,8-diaminonaphthalene

Suppliers and Price of 1,8-Diaminonaphthalene
Supply Marketing:
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • TRC
  • 1,8-Diaminonaphthalene
  • 250g
  • $ 180.00
  • TCI Chemical
  • 1,8-Diaminonaphthalene >98.0%(T)
  • 500g
  • $ 282.00
  • TCI Chemical
  • 1,8-Diaminonaphthalene >98.0%(T)
  • 25g
  • $ 26.00
  • TCI Chemical
  • 1,8-Diaminonaphthalene >98.0%(T)
  • 100g
  • $ 80.00
  • SynQuest Laboratories
  • Naphthalene-1,8-diamine, technical 90%
  • 1 kg
  • $ 192.00
  • SynQuest Laboratories
  • Naphthalene-1,8-diamine 99%
  • 250 g
  • $ 125.00
  • SynQuest Laboratories
  • Naphthalene-1,8-diamine, technical 90%
  • 250 g
  • $ 61.00
  • SynQuest Laboratories
  • Naphthalene-1,8-diamine 99%
  • 50 g
  • $ 36.00
  • Sigma-Aldrich
  • 1,8-Naphthalenediamine for synthesis. CAS 479-27-6, molar mass 158.2 g/mol., for synthesis
  • 8062060500
  • $ 231.00
  • Sigma-Aldrich
  • 1,8-Naphthalenediamine for synthesis
  • 500 g
  • $ 221.07
Total 148 raw suppliers
Chemical Property of 1,8-Diaminonaphthalene
Chemical Property:
  • Appearance/Colour:Off-white powder 
  • Vapor Pressure:3.93E-05mmHg at 25°C 
  • Melting Point:60-65 °C(lit.) 
  • Refractive Index:1.6829 
  • Boiling Point:352.1 °C at 760 mmHg 
  • PKA:4.46±0.10(Predicted) 
  • Flash Point:198.7 °C 
  • PSA:52.04000 
  • Density:1.234 g/cm3 
  • LogP:3.16660 
  • Storage Temp.:Store below +30°C. 
  • Solubility.:methanol: soluble 
  • Water Solubility.:slightly soluble 
  • XLogP3:2.1
  • Hydrogen Bond Donor Count:2
  • Hydrogen Bond Acceptor Count:2
  • Rotatable Bond Count:0
  • Exact Mass:158.084398327
  • Heavy Atom Count:12
  • Complexity:142
Purity/Quality:

99% *data from raw suppliers

1,8-Diaminonaphthalene *data from reagent suppliers

Safty Information:
  • Pictogram(s): HarmfulXn, IrritantXi 
  • Hazard Codes:Xn,Xi 
  • Statements: 22-40-43-36/37/38 
  • Safety Statements: 36/37-36/37/39-26-24-36 
MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:
  • Chemical Classes:Nitrogen Compounds -> Amines, Polyaromatic
  • Canonical SMILES:C1=CC2=C(C(=C1)N)C(=CC=C2)N
  • Uses Lubricating-oil antioxidant, analytical reagent 1,8-Diaminonaphthalene is an important raw material and intermediate used in organic synthesis, pharmaceuticals and agrochemicals.
Technology Process of 1,8-Diaminonaphthalene

There total 29 articles about 1,8-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:
Guidance literature:
With hydrogen bromide; for 1.5h; Heating;
DOI:10.1023/A:1011359109826
Guidance literature:
With iron(III) chloride hexahydrate; pyrographite; hydrazine hydrate; sodium hydroxide; In ethanol; water; at 65 - 90 ℃; pH=8 - 12; Solvent; Temperature; Autoclave; Industrial scale;
Guidance literature:
With aluminium amalgam; In tetrahydrofuran; water; at 25 ℃;
DOI:10.1016/S0040-4039(00)01115-1
Refernces

Amin-Additionen an μ-(1,2-Diisocyanobenzol)bis(chlorogold): Reaktionsbeteiligung der Isocyan-Nachbarfunktion und C-Uebertragung

10.1016/0022-328X(91)86106-Z

The research investigates the reactions of p-(1,2-Diisocyanobenzene)bis(chlorogold) (2) with various amines. The study explores how different amines influence the formation of various gold complexes. For instance, 2 reacts with 1,2-diaminobenzene to yield benzimidazolin-2-ylidene(chloro)gold (3). When 2 reacts with 1,8-diaminonaphthalene or two equivalents of aniline, mixtures of 3 and diaminocarbene complexes (4, 6) are obtained. Reactions with primary amines like methylamine or aniline produce isocyanide complexes Au(Cl)CNR (R = Me, Ph) along with 3. The study also examines reactions with secondary amines, leading to binuclear intermediates or carbene complexes. The research highlights the role of neighboring isocyanide functions in NC-coupling to form benzimidazole ring systems and the transfer of the exocyclic Au(Cl)C fragment to incoming amines. The study provides insights into the mechanisms and products of these reactions, contributing to the understanding of organometallic chemistry involving gold complexes.

Unexpected result from the interaction of 1,8-diaminonaphthalene with aromatic nitriles in polyphosphoric acid [4]

10.1007/s10593-007-0106-x

The research article from "Chemistry of Heterocyclic Compounds" discusses an unexpected outcome from the interaction of 1,8-diaminonaphthalene with aromatic nitriles in polyphosphoric acid (PPA). The researchers initially expected the formation of 2-Ar-perimidines or their acylated products but instead discovered the formation of previously unknown 2,6,8-triaryl-1,3,7-triazapyrenes. The reaction mechanism is proposed to involve the formation of a 2-Ar-perimidine, followed by electrophilic attack by the nitrile cation, cyclization, and aromatization via ammonia elimination. The general method involved mixing 1,8-diaminonaphthalene, an aromatic nitrile, and PPA, stirring at 180°C, then cooling, adding water, basifying with ammonia, and extracting with ethyl acetate. The products were characterized using 1H NMR spectroscopy, and their yields and melting points were reported. The study also included elemental analysis to confirm the composition of the synthesized compounds.

Lanthanide complexes coordinated by a dianionic bis(amidinate) ligand with a rigid naphthalene linker

10.1002/ejic.201000330

The research focuses on the development of a new dianionic bis(amidinate) ligand framework with a conformationally rigid naphthalene linker for coordination with lanthanide ions. The purpose of this study was to create a suitable coordination environment for these ions, which could potentially influence the stability and reactivity of rare-earth organometallic compounds. The conclusions drawn from the study were that the new ligand framework could coordinate to lanthanide atoms in different ways depending on the ion size of the central atom, and that the synthesis of a samarium alkyl species using this ligand led to an unexpected amido-amidinate complex due to the cleavage of one amidinate group during the decomposition of the transient alkyl species. Key chemicals used in the process included 1,8-diaminonaphthalene, pivaloyl chloride, PCl5, 2,6-dimethylaniline, and lanthanide chlorides (YCl3, NdCl3, SmCl3), as well as lithium amide reagents like nBuLi and LiCH2SiMe3.

A novel catalyst-free mechanochemical protocol for the synthesis of 2,3-dihydro-1H-perimidines

10.1002/jhet.3880

The study presents a novel, catalyst-free mechanochemical protocol for synthesizing 2,3-dihydro-1H-perimidines, utilizing 1,8-diaminonaphthalene and various aldehydes. These chemicals are ground together using a mortar and pestle for 5 minutes, yielding the desired products in moderate to excellent yields without the need for conventional solvents or catalysts. The methodology is environmentally friendly and energy-efficient, highlighting the green chemistry principles. The synthesized perimidines, known for their diverse biological and material properties, are expected to be further investigated for their potential applications in areas such as antifungal, antimicrobial, and photochromic materials.

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