4-PHENOXYBENZONITRILE

Base Information

• Chemical Name: 4-PHENOXYBENZONITRILE
• CAS No.: 3096-81-9
• Molecular Formula: C13H9NO
• Molecular Weight: 195.221
• Hs Code.: 29269090
• Mol file: 3096-81-9.mol

Synonyms:Benzonitrile,p-phenoxy- (6CI,7CI,8CI);1-Cyano-4-phenoxybenzene;4-Cyanodiphenyl ether;4-Cyanophenyl phenyl ether;p-Cyanophenyl phenyl ether;p-Phenoxybenzonitrile;

Chemical Property of 4-PHENOXYBENZONITRILE

Chemical Property:

• Vapor Pressure: 0.00023mmHg at 25°C
• Melting Point: 42-46 °C(lit.)
• Refractive Index: 1.61
• Boiling Point: 325.4 °C at 760 mmHg
• Flash Point: 137.3 °C
• PSA: 33.02000
• Density: 1.17 g/cm³
• LogP: 3.35058
• Storage Temp.: 2-8°C
• Solubility.: soluble in Methanol

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Phenoxybenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn,Xi
• Statements: 20/21/22
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: 4-Phenoxybenzonitrile may be used to synthesize 5-(4-phenoxy)phenyltetrazole.

Technology Process of 4-PHENOXYBENZONITRILE

There total 62 articles about 4-PHENOXYBENZONITRILE 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: 99.0%

4-Cyanochlorobenzene (623-03-0) + phenol (108-95-2,27073-41-2) → 4-phenoxybenzonitrile (3096-81-9)

Guidance literature:

With di-tert-butyl{2′-isopropoxy-[1,1′-binaphthalen]-2-yl}phosphane; potassium phosphate; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In toluene; at 110 ℃; for 18h; Reagent/catalyst; Solvent; Catalytic behavior; Inert atmosphere;

DOI:10.1016/j.tet.2015.05.104

Reference yield: 98.0%

4-bromobenzenecarbonitrile (623-00-7) + phenol (108-95-2,27073-41-2) → 4-phenoxybenzonitrile (3096-81-9)

Guidance literature:

With 1,1,1,5,5,5-hexafluoroacetylacetone; copper(II) ferrite; caesium carbonate; In 1-methyl-pyrrolidin-2-one; at 135 ℃; for 24h; Inert atmosphere; Schlenk technique;

DOI:10.1002/adsc.201200600

Reference yield: 97.0%

phenol (108-95-2,27073-41-2) + 4-nitrobenzonitrile (619-72-7) → 4-phenoxybenzonitrile (3096-81-9)

Guidance literature:

With [Pd((η5-C5H5)Fe[(η5-C5H3)C(Me)=N(C6H4-4-Me)])(μ-Cl)]2; caesium carbonate; In N,N-dimethyl-formamide; at 100 ℃; for 2h;

DOI:10.1002/aoc.3043

upstream raw materials:

4-bromobenzenecarbonitrile

potassium phenolate

phenol

4-Cyanochlorobenzene

Downstream raw materials:

4-Phenoxybenzoic acid

4-phenoxy-benzamidine

4-phenoxybenzylamine

(Z)-N′-hydroxy-4-phenoxybenzamidine

Refernces

• 1、 Mir, Miquel,Espin, Martirio,Marquet, Jorge,Gallardo, Iluminada,Tomasi, Chiara. "Reductively activated "Polar" nucleophilic aromatic substitution. II. The reaction of p-dinitrobenzene and p-nitrobenzonitrile with charged and neutral nucleophiles". . p. 9055 - 9058. Retrieved 1994.
• 2、 Li, Hao,Sibley, Christopher D.,Kharel, Yugesh,Huang, Tao,Brown, Anne M.,Wonilowicz, Laura G.,Bevan, David R.,Lynch, Kevin R.,Santos, Webster L.. "Lipophilic tail modifications of 2-(hydroxymethyl)pyrrolidine scaffold reveal dual sphingosine kinase 1 and 2 inhibitors". . . Retrieved 2021/01/07.
• 3、 Ding, Zhiqiang,Nie, Nan,Chen, Tian,Meng, Lingxin,Wang, Gongshu,Chen, Zhangpei,Hu, Jianshe. "L-Proline N-oxide dihydrazides as an efficient ligand for cross-coupling reactions of aryl iodides and bromides with amines and phenols". supporting information. . Retrieved 2020/12/21.