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

Synonyms:1,8-diaminonaphthalene

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% min ^*data from raw suppliers

1,8-Diaminonaphthalene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• 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:

Reference yield: 97.0%

2,3-dihydro-2,2-dimethylperimidine (6364-17-6) → naphthalene-1,8-diamine (479-27-6)

Guidance literature:

With hydrogen bromide; for 1.5h; Heating;

DOI:10.1023/A:1011359109826

Reference yield: 96.46%

1,8-dinitronaphthalene (602-38-0) → naphthalene-1,8-diamine (479-27-6)

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;

Reference yield: 80.0%

C17H17N3O2 → ethyl 2-aminopent-4-enoate (68843-72-1,89077-49-6,89105-35-1) + naphthalene-1,8-diamine (479-27-6)

Guidance literature:

With aluminium amalgam; In tetrahydrofuran; water; at 25 ℃;

DOI:10.1016/S0040-4039(00)01115-1

upstream raw materials:

1,8-dinitronaphthalene

1,8-dihydroxynaphthalene

1-bromo-4,5-dinitronaphthalene

4,5-dinitro-[1]naphthoic acid

Downstream raw materials:

1-H-perimidine

solvent orange 60

2-(1H-perimidin-3-ium-2-yl)benzoate

14H-benzo[4,5]isoquinolino[2,1-a]perimidin-14-one

Refernces

• 1、 Krempner, Clemens,Manankandayalage, Chamila P.,Unruh, Daniel K.. "Boronic, diboronic and boric acid esters of 1,8-naphthalenediol-synthesis, structure and formation of boronium salts". supporting information. p. 4834 - 4842. Retrieved 2020/04/27.
• 2、 Huang, Haigen,Liang, Xiangcheng,Wang, Xueguang,Sheng, Yao,Chen, Chenju,Zou, Xiujing,Lu, Xionggang. "N-doped graphitic carbon-improved Co-MoO3 catalysts on ordered mesoporous SBA-15 for chemoselective reduction of nitroarenes". . p. 127 - 137. Retrieved 2018/05/04.