4-Methyl-2-(trifluoromethyl)benzonitrile

Base Information

• Chemical Name: 4-Methyl-2-(trifluoromethyl)benzonitrile
• CAS No.: 261952-05-0
• Molecular Formula: C9H6 F3 N
• Molecular Weight: 185.149
• Hs Code.: 2926909090
• European Community (EC) Number: 642-731-3
• DSSTox Substance ID: DTXSID20379604
• Wikidata: Q82169484
• Mol file: 261952-05-0.mol

Synonyms:4-methyl-2-(trifluoromethyl)benzonitrile;261952-05-0;MFCD01631596;Benzonitrile, 4-methyl-2-(trifluoromethyl)-;4-methyl-2-(trifluoromethyl)benzenecarbonitrile;SCHEMBL409108;DTXSID20379604;HSZPYDFPPGCQHA-UHFFFAOYSA-N;YWCKYLRRPKGBTM-UHFFFAOYSA-N;BBL102994;STL556803;AKOS005255185;PS-8502;FT-0755010;A818312

Chemical Property of 4-Methyl-2-(trifluoromethyl)benzonitrile

Chemical Property:

• Melting Point: 22-28℃
• Boiling Point: 233°Cat760mmHg
• Flash Point: 94.7°C
• PSA: 23.79000
• Density: 1.24g/cm³
• LogP: 2.88548
• Storage Temp.: 2-8°C
• Water Solubility.: Insoluble in water.
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 185.04523368
• Heavy Atom Count: 13
• Complexity: 225

Purity/Quality:

98% ^*data from raw suppliers

4-Methyl-2-(trifluoromethyl)benzonitrile ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1)C#N)C(F)(F)F
• Uses: It is used as primary and secondary reagent.

Technology Process of 4-Methyl-2-(trifluoromethyl)benzonitrile

There total 4 articles about 4-Methyl-2-(trifluoromethyl)benzonitrile 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: 90.0%

C30H31F3N2O3Si → 4-methyl-2-(trifluoromethyl)benzonitrile (261952-05-0)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 2h; Sealed tube;

DOI:10.1002/chem.202001368

Reference yield:

para-methylbenzonitrile (104-85-8) + trifluoroacetic acid (76-05-1) → 4-methyl-3-(trifluoromethyl)benzonitrile (261952-06-1) + 4-methyl-2-(trifluoromethyl)benzonitrile (261952-05-0)

Guidance literature:

With dipotassium peroxodisulfate; sodium carbonate; silver carbonate; In dichloromethane; at 120 ℃; for 10h; Schlenk technique; Sealed tube;

DOI:10.1021/ol503189j

Reference yield:

trifluoromethane sulfonyl chloride (421-83-0) + para-methylbenzonitrile (104-85-8) → 4-methyl-3-(trifluoromethyl)benzonitrile (261952-06-1) + 4-methyl-2-(trifluoromethyl)benzonitrile (261952-05-0)

Guidance literature:

With N,N,N,N-tetraethylammonium tetrafluoroborate; triethylamine; In acetonitrile; Overall yield = 23 percentSpectr.; Electrochemical reaction;

DOI:10.1021/acs.orglett.9b02948

upstream raw materials:

para-methylbenzonitrile

trifluoroacetic acid

trifluoromethane sulfonyl chloride

Downstream raw materials:

2-(trifluoromethyl)-4-methylbenzoic acid

4-(4,4-dimethyl-2,5-dioxoimidazolidin-1-yl)-2-(trifluoromethyl)benzonitrile

2-[4-cyano-3-(trifluoromethyl)phenyl]acetic acid

4-(bromomethyl)-2-(trifluoromethyl)benzonitrile

Refernces

• 1、 Cantillo, David,Jud, Wolfgang,Kappe, C. Oliver,Maljuric, Snjezana. "Cathodic C-H Trifluoromethylation of Arenes and Heteroarenes Enabled by an in Situ-Generated Triflyltriethylammonium Complex". supporting information. . Retrieved 2019/10/08.