4-(3,4-dicyanophenoxy)benzoic Acid

Base Information

• Chemical Name: 4-(3,4-dicyanophenoxy)benzoic Acid
• CAS No.: 85218-66-2
• Molecular Formula: C15H8N2O3
• Molecular Weight: 264.24
• DSSTox Substance ID: DTXSID00354176
• Nikkaji Number: J3.143.654K
• Wikidata: Q82132177
• Mol file: 85218-66-2.mol

Synonyms:4-(3,4-dicyanophenoxy)benzoic Acid;85218-66-2;Cambridge id 5128209;Oprea1_460808;SCHEMBL2955745;DTXSID00354176;4-(p-carboxyphenyloxy)phthalonitrile;AKOS001570536

Chemical Property of 4-(3,4-dicyanophenoxy)benzoic Acid

Chemical Property:

• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 264.05349212
• Heavy Atom Count: 20
• Complexity: 450

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)O)OC2=CC(=C(C=C2)C#N)C#N

Technology Process of 4-(3,4-dicyanophenoxy)benzoic Acid

There total 2 articles about 4-(3,4-dicyanophenoxy)benzoic 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: 95.0%

4-Nitrophthalonitrile (31643-49-9) + 4-hydroxy-benzoic acid (99-96-7) → 4-(4-hydroxycarbonylphenoxy)phthalonitrile (85218-66-2)

Guidance literature:

With potassium carbonate; In dimethyl sulfoxide; for 120h; Ambient temperature;

Reference yield:

4-nitrophthalic amide (13138-53-9) → 4-(4-hydroxycarbonylphenoxy)phthalonitrile (85218-66-2)

Guidance literature:

Multi-step reaction with 2 steps

1: POCl₃

2: K₂CO₃

With potassium carbonate; trichlorophosphate;

DOI:10.1039/c39920000873

Reference yield: 91.2%

ethyl 2-amino-6-(tritylamino)hexanoate + 4-(4-hydroxycarbonylphenoxy)phthalonitrile (85218-66-2) → ethyl 2-(4-(3,4-dicyanophenoxy)benzamido)-6-(tritylamino)hexanoate

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1016/j.dyepig.2015.12.009

upstream raw materials:

4-Nitrophthalonitrile

4-hydroxy-benzoic acid

4-nitrophthalic amide

Downstream raw materials:

4-(3,4-dicyanophenoxy)benzoyl chloride

CH₃CH₂CH₂OOCC₆H₄OC₆H₃(CN)2

4-(3,4-dicyano-phenoxy)benzoic acid butyl ester

4-(4-pentyloxycarbonylphenoxy)phthalonitrile