1,5-Dicyanonaphthalene

Base Information

• Chemical Name: 1,5-Dicyanonaphthalene
• CAS No.: 13554-71-7
• Molecular Formula: C12H6N2
• DSSTox Substance ID: DTXSID20466462
• Nikkaji Number: J1.269.678G
• Wikidata: Q82293030
• Mol file: 13554-71-7.mol

Synonyms:1,5-dicyanonaphthalene;Naphthalene-1,5-dicarbonitrile;13554-71-7;1,5-Naphthalenedicarbonitrile;1,5-Dicyan-naphthalin;1,5-naphthalenedinitrile;SCHEMBL45954;DTXSID20466462;WNDSQRGJJHSKCQ-UHFFFAOYSA-N

Chemical Property of 1,5-Dicyanonaphthalene

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 178.053098200
• Heavy Atom Count: 14
• Complexity: 271

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1,5-Dicyanonaphthalene

There total 1 articles about 1,5-Dicyanonaphthalene 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: 22.0%

C16H11BrN2S + tetra-n-butylammonium cyanide (10442-39-4) → 1,5-Dicyanonaphthalene (13554-71-7) + 5-Bromo-1-cyanonaphthalene (129278-20-2) + 1-Cyano-5-(phenylthio)naphthalene (129278-17-7) + 1,5-Bis(phenylthio)naphthalene (127567-59-3)

Guidance literature:

In dimethyl sulfoxide; Irradiation;

DOI:10.1016/S0040-4020(01)89785-4

Reference yield: 61.0%

1,5-Dicyanonaphthalene (13554-71-7) → naphthalene-1,5-dicarboxylic acid (7315-96-0)

Guidance literature:

1,5-Dicyanonaphthalene; With sodium hydroxide; In ethanol; water; for 24h; Reflux;

With hydrogenchloride; In ethanol; water; for 20h; pH=1;

DOI:10.1021/jacs.0c03404

Reference yield: 13.0%

1,5-Dicyanonaphthalene (13554-71-7) → 5-cyanonaphthalene-1-carboxylic acid (3839-20-1)

Guidance literature:

With water; nitrile hydratase SP₃₆₁; at 30 ℃; for 552h; in potassium phosphate buffer (pH = 7);

DOI:10.1016/S0040-4039(00)97285-X

upstream raw materials:

tetra-n-butylammonium cyanide

Downstream raw materials:

naphthalene-1,5-dicarboxylic acid

1,5-naphthalenedicarboxylic acid dimethyl ester

5-cyanonaphthalene-1-carboxylic acid

naphthalene-1,5-dicarbonyl dichloride

Refernces