3,5-diMethyl-4-fluorobenzonitrile

Base Information

• Chemical Name: 3,5-diMethyl-4-fluorobenzonitrile
• CAS No.: 867367-02-0
• Molecular Formula: C9H8FN
• Molecular Weight: 149.1649232
• Hs Code.: 2926909090
• Mol file: 867367-02-0.mol

Synonyms:3,5-diMethyl-4-fluorobenzonitrile;5-Cyano-2-fluoro-m-xylene

Chemical Property of 3,5-diMethyl-4-fluorobenzonitrile

Chemical Property:

• PSA: 23.79000
• LogP: 2.31418
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98% purity ^*data from raw suppliers

4-Fluoro-3,5-dimethylbenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3,5-diMethyl-4-fluorobenzonitrile

There total 8 articles about 3,5-diMethyl-4-fluorobenzonitrile 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: 92.0%

2,2-dimethylmalononitrile (7321-55-3) + 3,5-dimethyl-4-fluoro-1-bromobenzene (99725-44-7) → 4-fluoro-3,5-dimethylbenzonitrile (867367-02-0)

Guidance literature:

3,5-dimethyl-4-fluoro-1-bromobenzene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.0833333h;

2,2-dimethylmalononitrile; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 1h;

DOI:10.1021/acs.joc.7b00567

Reference yield: 73.0%

→ 4-fluoro-3,5-dimethylbenzonitrile (867367-02-0)

Guidance literature:

With C₄₄H₅₉F₃NO₅PPdS; cesium fluoride; In toluene; at 130 ℃; for 12h; Inert atmosphere;

Reference yield:

zinc(II) cyanide (557-21-1) + 2-fluoro-m-xylene (443-88-9) → 4-fluoro-3,5-dimethylbenzonitrile (867367-02-0) + C9H8FN

Guidance literature:

With 3-(trifluoromethyl)quinoline; palladium diacetate; silver fluoride; N-acetylglycine; at 80 ℃; for 18h; Overall yield = 59 %;

DOI:10.1021/acscatal.8b04639

upstream raw materials:

zinc(II) cyanide

2-(4-fluoro-3,5-dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

4-cyano-2,6-dimethylphenyl trifluoromethanesulfonate

3,5-dimethyl-4-hydroxybenzonitrile

Downstream raw materials:

C₁₉H₁₈ClNO₃

Refernces

• 1、 Malapit, Christian A.,Luvaga, Irungu K.,Reeves, Jonathan T.,Volchkov, Ivan,Busacca, Carl A.,Howell, Amy R.,Senanayake, Chris H.. "1,4-Dicarbofunctionalization of 4-Fluoroaryl Grignard and Lithium Reagents with Disubstituted Malononitriles". . p. 4993 - 4997. Retrieved 2017/05/12.
• 2、 -. "Phosphine-Ligated Palladium Sulfonate Palladacycles". Paragraph 0059; 0301. . Retrieved 2014/01/08.