189287-30-7

Upstream product

• 67-56-1 methanol 
• 661-54-1 3,3,3-trifluoroprop-1-yne 
• 201230-82-2 carbon monoxide 

Downstream Products

• 253140-21-5 4-Nitro-5-phenyl-3-trifluoromethyl-pentanoic acid methyl ester 
• 1006713-04-7 methyl 5-phenyl-5-N-(p-tolylsulfinyl)amino-4-nitro-3-trifluoromethyl-pentanate 
• 1006713-05-8 methyl 6-methyl-5-N-(p-tolylsulfinyl)amino-4-nitro-3-trifluoromethyl-heptanate 
• 1006713-03-6 methyl 5-N-(p-tolylsulfinyl)amino-4-nitro-3-trifluoromethyl-hexanate 
• 124878-71-3 methyl 2-methyl-c-3-phenyl-t-4-trifluoromethyl-r-5-isoxazolidinecarboxylate 
• 124878-70-2 methyl 2-methyl-c-3-phenyl-t-5-trifluoromethyl-r-4-isoxazolidinecarboxylate 
• 124878-70-2 methyl 2-methyl-t-3-phenyl-t-5-trifluoromethyl-r-4-isoxazolidinecarboxylate 
• 69502-76-7 2-methyl-3,5-diphenyl-isoxazolidine 

Relevant academic research and scientific papers

Alkoxycarbonylation of 3,3,3-Trifluoropropyne: An Intriguing Reaction to Prepare Trifluoromethyl-Substituted Unsaturated Acid Derivatives

The addition of CO and methanol to 3,3,3-trifluoropropyne is catalysed by Pd(OAc)2 in the presence of (6-methylpyrid-2-yl)diphenylphosphine and CH3SO3H. The main products of the reaction are the methyl esters of 2-(trifluoromethyl)propenoic acid 1 and of 3-(trifluoromethyl)propenoic acid 2 (4,4,4-trifluorobut-2-enoic acid). The regioselectivity of the reaction can be controlled to a great extent by a suitable choice of the composition of the catalytic system and the reaction conditions. Thus, 1 can be obtained in 93% yield by using P(CO) = 20 atm and high ligand/Pd and acid/Pd ratios. On the other hand, selectivity up to 85% in 2 can be achieved using P(CO) = 80 atm and a low ligand/Pd ratio together with a high acid/Pd ratio. The reaction mechanism is also discussed.