Benzoic acid, 4-cyano-, phenyl ester

Base Information

• Chemical Name: Benzoic acid, 4-cyano-, phenyl ester
• CAS No.: 17847-33-5
• Molecular Formula: C14H9NO2
• Molecular Weight: 223.231
• Mol file: 17847-33-5.mol

Synonyms:4-Cyan-benzoesaeure-phenylester;p-cyanobenzoic acid phenyl ester;phenyl p-cyanobenzoate;phenyl 4-cyanobenzoate;4-Cyano-benzoesaeure-phenylester;

Chemical Property of Benzoic acid, 4-cyano-, phenyl ester

Chemical Property:

• Melting Point: 165-166 °C
• Boiling Point: 400.5±28.0 °C(Predicted)
• PSA: 50.09000
• Density: 1.24±0.1 g/cm3(Predicted)
• LogP: 2.77748

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzoic acid, 4-cyano-, phenyl ester

There total 24 articles about Benzoic acid, 4-cyano-, phenyl ester 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: 94.0%

4-iodobenzonitrile (3058-39-7) + phenyl formate (1864-94-4) → phenyl 4-cyanobenzoate (17847-33-5)

Guidance literature:

With palladium diacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In acetonitrile; at 20 ℃; for 12h;

DOI:10.1002/adsc.201700751

Reference yield: 93.0%

4-cyanobenzaldehyde (105-07-7) + phenylboronic acid (98-80-6) → phenyl 4-cyanobenzoate (17847-33-5)

Guidance literature:

With oxygen; caesium carbonate; 1,3-bis[(2,6-diisopropyl)phenyl]imidazolinium chloride; In toluene; at 31 - 33 ℃; for 2h; Air atmosphere;

DOI:10.1039/c1ob06566a

Reference yield: 90.0%

4-bromobenzenecarbonitrile (623-00-7) + phenyl formate (1864-94-4) → phenyl 4-cyanobenzoate (17847-33-5)

Guidance literature:

With palladium diacetate; triethylamine; tri tert-butylphosphoniumtetrafluoroborate; In acetonitrile; at 80 ℃; Inert atmosphere;

DOI:10.1021/ol301192s

upstream raw materials:

4-cyanobenzoyl chlorIde

phenol

4-cyanobenzaldehyde

phenylboronic acid

Downstream raw materials:

terephthalonitrile

4-((diphenylphosphoryl)methyl)benzonitrile

4-morpholinobenzonitrile

tributyl(4-cyanophenyl)stannane

Refernces

• 1、 Astakhov, G. S.,Bantreil, X.,Bilyachenko, A. N.,Dorovatovskii, P. V.,Khrustalev, V. N.,Lamaty, F.,Levitsky, M. M.,Shubina, E. S.,Zubavichus, Y. V.. "Cu(II)-silsesquioxanes as efficient precatalysts for Chan-Evans-Lam coupling". . . Retrieved 2019/11/28.
• 2、 Chen, Zhengwang,Wen, Xiaowei,Zheng, Weiping,He, Ruolan,Chen, Dou,Cao, Dingsheng,Long, Lipeng,Ye, Min. "Acyl Cyanides as Bifunctional Reagent: Application in Copper-Catalyzed Cyanoamidation and Cyanoesterification Reaction". . p. 5691 - 5701. Retrieved 2020/04/10.