5-Cyano-1-naphthoic acid

Base Information

• Chemical Name: 5-Cyano-1-naphthoic acid
• CAS No.: 3839-20-1
• Molecular Formula: C12H7NO2
• Molecular Weight: 197.1895
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID60474743
• Wikidata: Q82304861
• Mol file: 3839-20-1.mol

Synonyms:5-cyano-1-naphthoic acid;3839-20-1;5-CYANONAPHTHALENE-1-CARBOXYLIC ACID;1-Naphthalenecarboxylic acid, 5-cyano-;5-cyano-1-naphthoicacid;SCHEMBL12212891;DTXSID60474743;AKOS006280108;SB12590;CS-0184722;FT-0755733

Chemical Property of 5-Cyano-1-naphthoic acid

Chemical Property:

• Boiling Point: 450.969 °C at 760 mmHg
• Flash Point: 226.538 °C
• PSA: 61.09000
• Density: 1.36 g/cm³
• LogP: 2.40968
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 197.047678466
• Heavy Atom Count: 15
• Complexity: 304

Purity/Quality:

99% ^*data from raw suppliers

5-Cyano-1-naphthoicAcid ^*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)C(=O)O)C#N

Technology Process of 5-Cyano-1-naphthoic acid

There total 6 articles about 5-Cyano-1-naphthoic acid 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: 98.0%

methyl 5-cyano-1-naphthylcarboxylate (91804-21-6) → 5-cyanonaphthalene-1-carboxylic acid (3839-20-1)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; methanol;

DOI:10.1016/S0960-894X(01)00572-8

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

Reference yield:

5-bromo-1-naphthoic acid methyl ester (59866-97-6) → 5-cyanonaphthalene-1-carboxylic acid (3839-20-1)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / dimethylformamide / 180 °C

2: 98 percent / aq. LiOH / tetrahydrofuran; methanol

With pyridine; lithium hydroxide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(01)00572-8

upstream raw materials:

1,5-Dicyanonaphthalene

methyl 5-cyano-1-naphthylcarboxylate

1-naphthalenecarboxylic acid

5-bromo-1-naphthoyl chloride

Refernces

• 1、 Cohen, Mark A.,Sawden, Janette,Turner, Nicholas J.. "SELECTIVE HYDROLYSIS OF NITRILES UNDER MILD CONDITIONS BY AN ENZYME". . p. 7223 - 7226. Retrieved 2007/10/02.