1,1'-Azonaphthalene

Base Information

• Chemical Name: 1,1'-Azonaphthalene
• CAS No.: 487-10-5
• Molecular Formula: C20H14 N2
• Molecular Weight: 282.345
• European Community (EC) Number: 207-648-5
• NSC Number: 113051
• DSSTox Substance ID: DTXSID801032331,DTXSID50870553
• Nikkaji Number: J84.804B,J81.153J
• Mol file: 487-10-5.mol

Synonyms:1,1'-AZONAPHTHALENE;Azonaphthalene;487-10-5;Diazene, di-1-naphthalenyl-;dinaphthalen-1-yldiazene;1,1'-Azobisnaphthalene;Di-1-naphthyldiazene;EINECS 207-648-5;NSC 113051;BRN 0959427;di-naphthalen-1-yl-diazene;NSC113051;Di(naphthalen-1-yl)diazene;(E)-1,1'-Azobisnaphthalene;SCHEMBL2291745;DTXSID50870553;DTXSID801032331;WLN: L66J BNUN- BL66J;(E)-1,2-Di(1-naphthyl)diazene #;AKOS024331732;(E)-1,2-di(naphthalen-1-yl)diazene;NSC-113051;LS-23479;FT-0632206;6141-93-1

Chemical Property of 1,1'-Azonaphthalene

Chemical Property:

• Vapor Pressure: 4.51E-09mmHg at 25°C
• Melting Point: 190°C
• Refractive Index: 1.6450 (estimate)
• Boiling Point: 484.5°Cat760mmHg
• Flash Point: 239.8°C
• PSA: 24.72000
• Density: 1.12g/cm³
• LogP: 6.40840
• XLogP3: 6.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 282.115698455
• Heavy Atom Count: 22
• Complexity: 355

Purity/Quality:

99% ^*data from raw suppliers

1,1''-Azonaphthalene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC=C2N=NC3=CC=CC4=CC=CC=C43

Technology Process of 1,1'-Azonaphthalene

There total 25 articles about 1,1'-Azonaphthalene 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: 95.0%

1,2-di-1-naphthalenyl-hydrazine (634-44-6) → 1,2-di(naphthalen-1-yl)diazene (487-10-5)

Guidance literature:

With iron(III) chloride; In water; acetone; Heating;

DOI:10.1080/00397919908085972

Reference yield: 93.0%

1-Nitronaphthalene (86-57-7) → 1,2-di(naphthalen-1-yl)diazene (487-10-5)

Guidance literature:

1-Nitronaphthalene; In ethanol; for 0.0333333h;

With sodium tetrahydroborate; In ethanol; for 0.416667h; Reflux;

DOI:10.1039/c9ra01249d

Reference yield: 90.0%

1-amino-naphthalene (134-32-7) → 1,2-di(naphthalen-1-yl)diazene (487-10-5)

Guidance literature:

With 1-benzyl-4-aza-1-azoniabiyclo<2.2.2>octane peroxodisulfate; In acetonitrile; for 0.333333h; Heating;

upstream raw materials:

diethyl ether

1-Nitronaphthalene

ethylmagnesium bromide

ethanol

Downstream raw materials:

4,4'-diamino-1,1'-binaphthyl

1-amino-naphthalene

Refernces

• 1、 Zeynizadeh, Behzad,Faraji, Fariba. "Immobilized antimony species on magnetite: A novel and highly efficient magnetically reusable nanocatalyst for direct and gram-scale reductive-coupling of nitroarenes to azoarenes". . p. 13112 - 13121. Retrieved 2019/05/10.
• 2、 Seth, Kapileswar,Roy, Sudipta Raha,Kumar, Asim,Chakraborti, Asit K.. "The palladium and copper contrast: A twist to products of different chemotypes and altered mechanistic pathways". . p. 2892 - 2896. Retrieved 2016/05/24.