2-Phenoxybenzonitrile

Base Information

• Chemical Name: 2-Phenoxybenzonitrile
• CAS No.: 6476-32-0
• Molecular Formula: C13H9 N O
• Molecular Weight: 195.221
• Hs Code.: 2926909090
• European Community (EC) Number: 642-748-6
• DSSTox Substance ID: DTXSID60502171
• Nikkaji Number: J545.377A
• Wikidata: Q82354997
• Mol file: 6476-32-0.mol

Synonyms:2-phenoxybenzonitrile;6476-32-0;Benzonitrile, 2-phenoxy-;phenoxybenzonitrile;MFCD08271960;2-phenoxy-benzonitrile;SCHEMBL1162713;DTXSID60502171;BNVCOVNARIQBEO-UHFFFAOYSA-N;AR3632;AKOS000262319;AC-23573;AS-45651;SY013637;CS-0137258;FT-0755757;EN300-7400456;A867832

Chemical Property of 2-Phenoxybenzonitrile

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.61
• Boiling Point: 188 °C
• Flash Point: 132.642°C
• PSA: 33.02000
• Density: 1.172g/cm³
• LogP: 3.35058
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 195.068413911
• Heavy Atom Count: 15
• Complexity: 236

Purity/Quality:

98%Min ^*data from raw suppliers

2-Phenoxybenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)OC2=CC=CC=C2C#N

Technology Process of 2-Phenoxybenzonitrile

There total 29 articles about 2-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: 98.0%

2-fluorobenzonitrile (394-47-8) + phenol (108-95-2,27073-41-2) → o-phenoxybenzonitrile (6476-32-0)

Guidance literature:

With potassium fluoride on basic alumina; 18-crown-6 ether; In acetonitrile; for 48h; Heating; other catalysts, other 2- or 4-fluorobenzonitriles, other phenols, thiophenols or anilines;

DOI:10.1021/jo00064a004

Reference yield: 97.0%

2-phenoxybenzaldehyde oxime (139995-93-0) → o-phenoxybenzonitrile (6476-32-0)

Guidance literature:

With triethylamine; ethanaminium,N-(difluoro-λ⁴-sulfanylidene)-N-ethyl-,tetrafluoroborate; In ethyl acetate; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1055/s-0034-1378881

Reference yield: 87.8%

1-bromo-2-phenoxybenzene (7025-06-1) + dicyanozinc (557-21-1) → o-phenoxybenzonitrile (6476-32-0)

Guidance literature:

tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 130 ℃;

upstream raw materials:

o-cyanobromobenzene

potassium phenolate

1-methyl-2-phenoxybenzene

2-phenoxybenzamide

Downstream raw materials:

2-(diphenylphosphanyl)benzonitrile

salicylonitrile

phenol

salicylanilide

Refernces

• 1、 Chen, Shanping,Deng, Guo-Jun,Fang, Fang,Jiang, Shuxin,Lei, Hanwen. "Three-Component Synthesis of Dibenzoxazepinamines and Dibenzothiazepinamines under Transition-Metal-Free Conditions". . p. 15658 - 15664. Retrieved 2021/11/12.
• 2、 Chang, Xihao,Zhang, Qinglin,Guo, Chang. "Electrochemical Reductive Smiles Rearrangement for C-N Bond Formation". supporting information. p. 10 - 13. Retrieved 2019/01/04.