306987-88-2

Upstream product

• 692-50-2 hexafluoro-2-butyne 
• 56267-47-1 tert-butyl furan-2-ylcarbamate 

Downstream Products

• 1197002-39-3 {4-[(S)-1-methylheptyloxy]-2,3-bis(trifluoromethyl)phenyl}carbamic acid tert-butyl ester 
• 306988-12-5 4-(E-2-ethoxycarbonylvinyl)-2,3-di(trifluoromethyl)phenyl trifluoromethanesulfonate 
• 306988-01-2 2,3-di(trifluoromethyl)-4-iodophenol 
• 301179-91-9 4-(E-2-ethoxycarbonylvinyl)-2,3-di(trifluoromethyl)phenol 

Relevant academic research and scientific papers

Novel liquid-crystalline mesogens and main-chain chiral smectic thiol-ene polymers based on trifluoromethylphenyl moieties

The synthesis and characterization of a series of novel liquid-crystalline molecules containing a trifluoromethylphenyl core or a 2,3-bis(trifluoromethyl) phenyl core is described. All trifluoromethylphenyl-containing compounds (W530, W551, and W558) have mesomorphic properties while 2,3-bis(trifluoromethyl) phenyl-containing compounds (W555, W556, W557) are room-temperature crystals without mesophases. Thereafter, based on the chemical structure of W558, to pursue a mesogen with a large electroclinic effect in the SmA* phase for development into electromechanical actuators, a chiral smectic thiol-ene monomer (K0901) is synthesized and polymerized in organic solvents. The polymer is characterized by GPC, DSC, PLM, XRD and shows an expected I-SmA* -Glass phase sequence though the electroclinic effect is relatively small.

Diels-Alder reactions of hexafluoro-2-butyne with 2-heterosubstituted furans: A facile and general synthesis of 1,4-disubstituted 2,3-di(trifluoromethyl)benzenes

(matrix presented) An electron-donating heteroatom substituent at position-2 of a furan promotes regiospecific opening of the 7-oxa bridge of the Diels-Alder cycloadduct with hexafluoro-2-butyne, producing a 4-heterosubstituted 2,3-di(trifluoromethyl)phenol building block in a single step. The phenol and heteroatom substituent are easily transformed to the corresponding iodide or triflate that readily undergoes Heck, Suzuki, and Stille reactions to install a variety of substituents in high yields. This methodology provides a facile and general synthesis of 1,4-disubsituted 2,3-di(trifluoromethyl)benzenes.