392-91-6

Usage

Fluorinated aromatic compound

The compound contains a benzene ring with three fluorine atoms attached at the 2, 3, and 5 positions.

Physical state

It is a colorless liquid.

Melting point

-32°C (at this temperature, the compound changes from a liquid to a solid state).

Boiling point

91-92°C (at this temperature, the compound changes from a liquid to a gaseous state).

Uses

The compound is primarily used as a solvent and as a reagent in organic synthesis. It is also used as a precursor in the production of various pharmaceuticals and agrochemicals.

Stability

The chemical is considered to be stable and not reactive under normal conditions.

Safety measures

It should be handled with care and proper safety measures due to its potential health hazards.

InChI:InChI=1/C7H2F6/c8-3-1-4(7(11,12)13)6(10)5(9)2-3/h1-2H

Upstream product

• 434-64-0 perfluorotoluene 
• 654-53-5 1,2,3,4-tetrafluoro-5-(trifluoromethyl)benzene 

Downstream Products

• 654-87-5 2,3,5-trifluorobenzoic acid 

Relevant academic research and scientific papers

Mechanistic studies of the rhodium NHC catalyzed hydrodefluorination of polyfluorotoluenes

The six-membered-ring NHC complexes Rh(6-NHC)(PPh3)2H (6-NHC = 6-iPr (1), 6-Et (2), 6-Me (3)) have been employed in the catalytic hydrodefluorination (HDF) of C6F5CF3 and 2-C6Fs

Gallium Hydrides and O/N-Donors as Tunable Systems in C?F Bond Activation

The gallium hydrides (iBu)2GaH (1 a), LiGaH4 (1 b) and Me3N?GaH3 (1 c) hydrodefluorinate vinylic and aromatic C?F bonds when O and N donor molecules are present. 1 b exhibits the highest reactivity. Quantitative conversion to the hydrodefluorination (HDF) products could be observed for hexafluoropropene and 1,1,3,3,3-pentafluoropropene, 94 % conversion of pentafluoropyridine and 49 % of octafluorotoluene. Whereas for the HDF with 1 b high conversions are observed when catalytic amounts of O donor molecules are added, for 1 a, the addition of N donor molecules lead to higher conversions. The E/Z selectivity of the HDF of 1,1,3,3,3-pentafluoropropene is donor-dependent. DFT studies show that HDF proceeds in this case via the gallium hydride dimer–donor species and a hydrometallation/elimination sequence. Selectivities are sensitive to the choice of donor, as the right donor can lead to an on/off switching during catalysis, that is, the hydrometallation step is accelerated by the presence of a donor, but the donor dissociates prior to elimination, allowing the inherently more selective donorless gallium systems to determine the selectivity.

Photocatalytic hydrodefluorination: Facile access to partially fluorinated aromatics

Polyfluorinated aromatics are essential to materials science as well as the pharmaceutical and agrochemical industries and yet are often difficult to access. This Communication describes a photocatalytic hydrodefluorination approach which begins with easily accessible perfluoroarenes and selectively reduces the C-F bonds. The method allows facile access to a number of partially fluorinated arenes and takes place with unprecedented catalytic activity using a safe and inexpensive amine as the reductant.