Benzonitrile, 3-(fluoromethyl)-

Base Information

• Chemical Name: Benzonitrile, 3-(fluoromethyl)-
• CAS No.: 16473-20-4
• Molecular Formula: C8H6FN
• Molecular Weight: 135.141
• Mol file: 16473-20-4.mol

Synonyms:

Chemical Property of Benzonitrile, 3-(fluoromethyl)-

Chemical Property:

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzonitrile, 3-(fluoromethyl)-

There total 6 articles about Benzonitrile, 3-(fluoromethyl)- 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: 89.0%

3-(hydroxymethyl)benzonitrile (874-97-5) → 3-(Fluoromethyl)benzonitrile (16473-20-4)

Guidance literature:

With potassium 2-(difluoro(trifluoromethoxy)methoxy)-2,2-difluoroacetate; tetramethylammonium fluoride; at 150 ℃; for 5h; Glovebox; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1021/acs.orglett.0c03238

Reference yield: 73.0%

3-(hydrazonomethyl)benzonitrile → 3-(Fluoromethyl)benzonitrile (16473-20-4)

Guidance literature:

With 4-(difluoroiodo)toluene; In dichloromethane; at 40 ℃; Inert atmosphere;

DOI:10.1039/c6ob02074g

Reference yield: 70.0%

bromofluoromethane (373-52-4) + (3‐cyanophenyl)boronic acid (150255-96-2) → 3-(Fluoromethyl)benzonitrile (16473-20-4)

Guidance literature:

With dmap; 1,10-Phenanthroline; (1,2-dimethoxyethane)dichloronickel(II); potassium carbonate; In 1,4-dioxane; 1,2-dimethoxyethane; at 70 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1002/anie.201502882

upstream raw materials:

m-(bromomethyl)benzonitrile

3-(hydroxymethyl)benzonitrile

bromofluoromethane

(3‐cyanophenyl)boronic acid

Downstream raw materials:

2-(3-cyanophenyl)acetic acid

Refernces

• 1、 Cao, Wei,Chen, Qing-Yun,Guo, Yong,Su, Zhaoben,Wu, Chengying,Zhao, Shiyu. "A Series of Deoxyfluorination Reagents Featuring OCF2Functional Groups". supporting information. . Retrieved 2020/11/03.
• 2、 Huang, Weichen,Shen, Qilong,Wan, Xiaolong. "Cobalt-Catalyzed Asymmetric Cross-Coupling Reaction of Fluorinated Secondary Benzyl Bromides with Lithium Aryl Boronates/ZnBr2". supporting information. p. 4327 - 4332. Retrieved 2020/06/27.