Benzotrifluoride

Base Information

• Chemical Name: Benzotrifluoride
• CAS No.: 98-08-8
• Molecular Formula: C7H5F3
• Molecular Weight: 146.112
• Hs Code.: 2903.69
• European Community (EC) Number: 202-635-0
• NSC Number: 8038
• UN Number: 2338
• UNII: 49R6421K89
• DSSTox Substance ID: DTXSID2024589
• Nikkaji Number: J4.734A
• Wikipedia: Trifluorotoluene
• Wikidata: Q409755
• Metabolomics Workbench ID: 55493
• ChEMBL ID: CHEMBL15897
• Mol file: 98-08-8.mol

Synonyms:benzotrifluoride;trifluoromethylbenzene

Chemical Property of Benzotrifluoride

Chemical Property:

• Appearance/Colour: Clear colourless to light yellow liquid
• Vapor Pressure: 35.3mmHg at 25°C
• Melting Point: -29 °C(lit.)
• Refractive Index: 1.414
• Boiling Point: 104.769 °C at 760 mmHg
• Flash Point: 12.222 °C
• PSA: 0.00000
• Density: 1.188 1.118 g/cm^>3
• LogP: 2.70540
• Storage Temp.: 2-8°C
• Solubility.: 0.45g/l Hydrolysis
• Water Solubility.: <0.1 g/100 mL at 21℃
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 146.03433465
• Heavy Atom Count: 10
• Complexity: 99.9
• Transport DOT Label: Flammable Liquid

Purity/Quality:

95%, 99% ^*data from raw suppliers

α,α,α-Trifluorotoluene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,T,C,N
• Hazard Codes: F,T,C,N,Xn
• Statements: 45-46-11-36/38-48/23/24/25-65-51/53-39/23/24/25-23/24/25-48/20/22-40-38-22
• Safety Statements: 53-26-36/37-45-62-61-23-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Halogenated Monoaromatics
• Canonical SMILES: C1=CC=C(C=C1)C(F)(F)F
• Uses: Benzotrifluoride is a useful alternative solvent for organic reactions currently conducted in dichloromethane and related solvents. In dye chemistry; in the manufacture of substituted benzotrifluorides contg an ethylenic group, used in high polymer chemistry; in dielectric fluids, such as transformer oils. It is applied as an alternative solvent to dichloromethane, where it has a higher bp. It is used as an intermediate for dyes and pharmaceuticals, as a solvent and a dielectric fluid, a vulcanizing agent.

Technology Process of Benzotrifluoride

There total 357 articles about Benzotrifluoride 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: 74.0%

Ethyl 4-bromobutyrate (2969-81-5) + p-trifluoromethylphenyl bromide (402-43-7) → diethyl suberate (2050-23-9) + 4,4'-bis(trifluoromethyl)biphenyl (581-80-6) + α,α,α-trifluorotoluene (98-08-8) + 4-(trifluoromethyl)-benzenebutanoic acid ethyl ester (1235271-20-1) + butanoic acid ethyl ester (105-54-4)

Guidance literature:

With pyridine; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; 1,10-Phenanthroline; NiI₂*3.5H₂O; sodium iodide; zinc; at 20 - 60 ℃; for 19h; chemoselective reaction;

DOI:10.1021/ja301769r

Reference yield: 59.0%

Ethyl 4-bromobutyrate (2969-81-5) + 4-chlorobenzotrifluoride (98-56-6) → diethyl suberate (2050-23-9) + 4,4'-bis(trifluoromethyl)biphenyl (581-80-6) + α,α,α-trifluorotoluene (98-08-8) + 4-(trifluoromethyl)-benzenebutanoic acid ethyl ester (1235271-20-1) + butanoic acid ethyl ester (105-54-4)

Guidance literature:

With pyridine; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; 1,10-Phenanthroline; NiI₂*3.5H₂O; sodium iodide; zinc; at 20 - 60 ℃; for 19h; chemoselective reaction;

DOI:10.1021/ja301769r

Reference yield: 52.0%

iodotrifluoromethane (2314-97-8,263005-66-9) + 2-(trimethylsilyl)phenyl trifluoromethanesulfonate (88284-48-4) → α,α,α-trifluorotoluene (98-08-8) + 2-iodo(trifluoromethyl)benzene (444-29-1)

Guidance literature:

With cesium fluoride; trifluoromethylsilver; In acetonitrile; at 50 ℃; for 12h; Reagent/catalyst; Temperature; Darkness;

DOI:10.1002/chem.201402846

upstream raw materials:

(trifluoromethyl)trimethylsilane

phenylboronic acid

iodobenzene

benzoic acid methyl ester

Downstream raw materials:

n-decyl benzoate

3-bromo-1-trifluoromethylbenzene

1,2-dibromo-4-(trifluoromethyl)benzene

perfluoro(methylcyclohexane)

Refernces

• 1、 Duan, Jian-Xing,Su, De-Bao,Chen, Qing-Yun. "Trifluoromethylation of organic halides with methyl halodifluoroacetates - a process via difluorocarbene and trifluoromethide intermediates". . p. 279 - 284. Retrieved 1993.
• 2、 Martínez de Salinas, Sara,Mudarra, ángel L.,Benet-Buchholz, Jordi,Parella, Teodor,Maseras, Feliu,Pérez-Temprano, Mónica H.. "New Vistas in Transmetalation with Discrete “AgCF3” Species: Implications in Pd-Mediated Trifluoromethylation Reactions". . p. 11895 - 11898. Retrieved 2018.
• 3、 Eisenreich, Fabian,Kuster, Tom H. R.,Palmans, Anja R. A.,van Krimpen, David. "Photoredox-catalyzed reduction of halogenated arenes in water by amphiphilic polymeric nanoparticles". supporting information. . Retrieved 2021/10/05.
• 4、 Shon, Jong-Hwa,Kim, Dooyoung,Rathnayake, Manjula D.,Sittel, Steven,Weaver, Jimmie,Teets, Thomas S.. "Photoredox catalysis on unactivated substrates with strongly reducing iridium photosensitizers". . p. 4069 - 4078. Retrieved 2021/04/06.