5-Amino-1-naphthonitrile

Base Information

• Chemical Name: 5-Amino-1-naphthonitrile
• CAS No.: 72016-73-0
• Molecular Formula: C11H8N2
• Molecular Weight: 168.198
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID90372804
• Nikkaji Number: J721.033G
• Wikidata: Q82160696
• Mol file: 72016-73-0.mol

Synonyms:5-Amino-1-naphthonitrile;72016-73-0;5-aminonaphthalene-1-carbonitrile;MFCD01110822;C11H8N2;1-Naphthalenecarbonitrile, 5-amino-;5-cyano-1-naphthylamine;1-amino-5-cyanonaphthalene;SCHEMBL4085978;DTXSID90372804;CS1140;AKOS004905763;AS-46493;CS-0188419;FT-0735841;A866332

Chemical Property of 5-Amino-1-naphthonitrile

Chemical Property:

• Melting Point: 139.5-140 °C
• Boiling Point: 187-193 °C(Press: 2-3 Torr)
• PKA: 2.96±0.10(Predicted)
• PSA: 49.81000
• Density: 1.22±0.1 g/cm3(Predicted)
• LogP: 2.87488
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 168.068748264
• Heavy Atom Count: 13
• Complexity: 228

Purity/Quality:

99% ^*data from raw suppliers

5-Amino-1-naphthonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C2C=CC=C(C2=C1)N)C#N

Technology Process of 5-Amino-1-naphthonitrile

There total 10 articles about 5-Amino-1-naphthonitrile 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: 50.0%

5-amino-1-bromonaphthalene (4766-33-0) + copper(I) cyanide (544-92-3) → 5-Aminonaphthalene-1-carbonitrile (72016-73-0)

Guidance literature:

With pyridine; at 190 ℃; for 1.5h;

DOI:10.1135/cccc20000385

Reference yield:

potassium cyanide (151-50-8) → 5-Aminonaphthalene-1-carbonitrile (72016-73-0)

Guidance literature:

at 500 ℃;

DOI:10.1021/ja01848a054

Reference yield:

1-Nitronaphthalene (86-57-7) → 5-Aminonaphthalene-1-carbonitrile (72016-73-0)

Guidance literature:

Multi-step reaction with 3 steps

1: (bromination)

2: Fe, aq. HCl / ethanol

3: dimethylformamide

With hydrogenchloride; iron; In ethanol; N,N-dimethyl-formamide;

DOI:10.1246/bcsj.48.3356

upstream raw materials:

5-Nitro-1-naphthalenecarbonitrile

5-amino-1-bromonaphthalene

copper(I) cyanide

ethanol

Downstream raw materials:

C₁₁H₇BrN₂

5-Cyano-2-naphthol

5-chloro-naphthalene-1-carboxylic acid

5-hydroxy-1-naphthoic acid

Refernces

• 1、 Schuster, Ingeborg I.. "13C NMR investigation of electronic interactions in 5-substituted 1-naphthonitriles". . p. 301 - 310. Retrieved 2007/10/03.