4-Cyanophenyl 4-hydroxybenzoate

Base Information

• Chemical Name: 4-Cyanophenyl 4-hydroxybenzoate
• CAS No.: 70568-47-7
• Molecular Formula: C14H9NO3
• Molecular Weight: 239.23
• DSSTox Substance ID: DTXSID70358484
• Nikkaji Number: J2.843.651C
• Wikidata: Q82139090
• Mol file: 70568-47-7.mol

Synonyms:4-cyanophenyl 4-hydroxybenzoate;70568-47-7;Benzoic acid, 4-hydroxy-, 4-cyanophenyl ester;(4-cyanophenyl) 4-hydroxybenzoate;Oprea1_205364;SCHEMBL8058586;DTXSID70358484;XAZYJGRIISZODM-UHFFFAOYSA-N;4-Hydroxy-benzoic acid 4-cyano-phenyl ester;AH-034/32470024

Chemical Property of 4-Cyanophenyl 4-hydroxybenzoate

Chemical Property:

• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 239.058243149
• Heavy Atom Count: 18
• Complexity: 330

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-Cyanophenyl 4-hydroxybenzoate

There total 4 articles about 4-Cyanophenyl 4-hydroxybenzoate 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: 75.0%

4'-cyanophenyl 4-benzyloxybenzoate (391217-79-1) → 4-hydroxybenzoic acid 4-cyanophenyl ester (70568-47-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; 5% Pd on active carbon; In 1,4-dioxane; at 55 ℃;

DOI:10.1039/b109546c

Reference yield: 43.0%

4-cyanophenyl 4'-acetoxybenzoate (85907-80-8) → 4-hydroxybenzoic acid 4-cyanophenyl ester (70568-47-7)

Guidance literature:

With water; Sucrose; In ethanol; at 20 ℃; for 120h; chemoselective reaction; Enzymatic reaction;

DOI:10.1080/00397910903068196

Reference yield:

p-(benzyloxy)benzoic acid (1486-51-7) → 4-hydroxybenzoic acid 4-cyanophenyl ester (70568-47-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / N,N-dicyclohexylcarbodiimide; 4-(N,N-dimethylamino)pyridine / CHCl₃ / 15 h / 20 °C

2: 75 percent / H₂ / Pd/C / dioxane / 55 °C

With dmap; hydrogen; dicyclohexyl-carbodiimide; palladium on activated charcoal; In 1,4-dioxane; chloroform;

DOI:10.1039/b309262c

upstream raw materials:

4'-cyanophenyl 4-benzyloxybenzoate

p-(benzyloxy)benzoic acid

4-cyanophenol

4-cyanophenyl 4'-acetoxybenzoate

Refernces

• 1、 Biaecka-Florjanczyk, Ewa,Majewska, Ewa. "Chemoselective hydrolysis of ester bonds in the presence of Baker's yeast". experimental part. p. 1264 - 1269. Retrieved 2010/07/04.
• 2、 Sadashiva,Amaranatha Reddy,Pratibha,Madhusudana. "Biaxial smectic A phase in homologous series of compounds composed of highly polar unsymmetrically substituted bent-core molecules". . p. 943 - 950. Retrieved 2007/10/03.