1,2-Bis(trifluoromethyl)benzene

Base Information

• Chemical Name: 1,2-Bis(trifluoromethyl)benzene
• CAS No.: 433-95-4
• Molecular Formula: C8H4F6
• Molecular Weight: 214.11
• Hs Code.: 29039990
• European Community (EC) Number: 207-092-3
• UNII: MRD8XU7FGR
• DSSTox Substance ID: DTXSID90195818
• Nikkaji Number: J105.295K
• Wikidata: Q72447146
• Mol file: 433-95-4.mol

Synonyms:1,2-BIS(TRIFLUOROMETHYL)BENZENE;433-95-4;1,2-bis-(trifluoromethyl)benzene;MRD8XU7FGR;EINECS 207-092-3;Benzene, 1,2-bis(trifluoromethyl)-;o-Bis(trifluoromethyl)benzene;MFCD03094218;o-Xylene, .alpha.,.alpha.,.alpha.,.alpha.',.alpha.',.alpha.'-hexafluoro-;hexafluoroxylene;Benzene, bis(trifluoromethyl)-;UNII-MRD8XU7FGR;o-Ditrifluoromethylbenzene;SCHEMBL63469;AMY2561;DTXSID90195818;1,2-Bis(trifluoromethyl) benzene;BBL102779;STL556585;a,a,a,a',a',a'-Hexafluoro-o-xylene;AKOS005063710;GS-6818;B3110;FT-0632127;A872705;alpha,alpha,alpha,alpha',alpha',alpha'-Hexafluoro-o-xylene

Chemical Property of 1,2-Bis(trifluoromethyl)benzene

Chemical Property:

• Vapor Pressure: 13.7mmHg at 25°C
• Refractive Index: 1.379
• Boiling Point: 127.2 °C at 760 mmHg
• Flash Point: 29.9 °C
• PSA: 0.00000
• Density: 1.368 g/cm³
• LogP: 3.72420
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 214.02171910
• Heavy Atom Count: 14
• Complexity: 169

Purity/Quality:

98% ^*data from raw suppliers

1,2-Bis(trifluoromethyl)benzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F
• Hazard Codes: F

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C(F)(F)F)C(F)(F)F
• Uses: 1,2-Bis(trifluoromethyl)benzene is a useful reagent for preparing biphenyls through arylation of electron-deficient arenes with aryl halides. It was also employed to investigate the effect of aromatic trifluoromethylation, fluorination, and methylation on intermolecular n-n interactions. The results can provide insights on interactions between drug molecules and protein receptors.

Technology Process of 1,2-Bis(trifluoromethyl)benzene

There total 58 articles about 1,2-Bis(trifluoromethyl)benzene 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: 63.0%

(Z)-1,1,1,2,4,4,4-heptafluoro-but-2-ene (17157-69-6) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → 1,2-bis(trifluoromethyl)benzene (433-95-4)

Guidance literature:

at 340 ℃; for 60h; under 98800 Torr;

DOI:10.1016/S0040-4020(98)00201-4

Reference yield: 60.0%

2,3-bis(trifluoromethyl)-7-oxabicyclo<2,2,1>hepta-2,5-diene (651-91-2) → 1,2-bis(trifluoromethyl)benzene (433-95-4)

Guidance literature:

With lithium aluminium tetrahydride; titanium tetrachloride; triethylamine; In tetrahydrofuran; for 26h; Ambient temperature;

DOI:10.1055/s-1984-30976

Reference yield:

1-(6,7-Bis-trifluoromethyl-tricyclo[3.2.2.02,4]nona-6,8-dien-3-yl)-2-diazo-ethanone → cyclopentadienone (13177-38-3) + 1,2-bis(trifluoromethyl)benzene (433-95-4)

Guidance literature:

at 550 ℃; Product distribution; detection on argon matrix, 10 K;

upstream raw materials:

phthalic anhydride

benzene-1,2-dicarboxylic acid

o-xylene

hexafluoro-2-butyne

Downstream raw materials:

4-chloro-1,2-bis(trifluoromethyl)benzene

3,5-ditrifluoromethylbromobenzene

2,3-Bis-(trifluormethyl)benzoesaeure

1-difluoromethyl-2-trifluoromethyl-benzene

Refernces

• 1、 Yang, Bin,Yu, Donghai,Xu, Xiu-Hua,Qing, Feng-Ling. "Visible-Light photoredox decarboxylation of perfluoroarene iodine(III) Trifluoroacetates for C-H trifluoromethylation of (Hetero)arenes". . p. 2839 - 2843. Retrieved 2018/04/14.
• 2、 Novak, Petr,Lishchynskyi, Anton,Grushin, Vladimir V.. "Fluoroform-derived CuCF3 for low-cost, simple, efficient, and safe trifluoromethylation of aryl boronic acids in air". supporting information; experimental part. p. 7767 - 7770. Retrieved 2012/08/29.