76008-52-1

Upstream product

• 379-09-9 ethyl pentafluoropropanethioate 
• 100-51-6 benzyl alcohol 
• 67-56-1 methanol 
• 422-61-7 perfluoropropanoyl fluoride 
• 100-39-0 benzyl bromide 
• 121-44-8 triethylamine 
• 79594-33-5 benzyltriethylammonium perfluoro-2-methyl-1-ethyl-1-propepenolate 

Downstream Products

• 22336-59-0 benzyl propyl sulfide 
• 5184-47-4 benzyl butyl sulfide 
• 538-74-9 dibenzyl sulfide 

Relevant academic research and scientific papers

Perfluoroalcohols

Perfluorinated primary alcohol adducts with triethylamine were prepared from lower perfluorinated acid fluorides and triethylamine monohydrofluoride. They are stable compounds and may be used as a source of RFO groups in organic syntheses.

Reactions of Perfluoro-2-methyl-2-pentene with Carboxylic Acids, Alcohols, and Some Cyclic Amides. A New Fluorinating Reagent

Perfluoro-2-methyl-2-pentene (PMP) reacts with carboxylic acids, alcohols, and 2-pyridone, giving Michael-type addition products, 1,1,1,3,4,4,5,5,5-nonafluoro-2-trifluoromethyl-3-acyloxypentane, 1,1,1,3,4,4,5,5,5-nonafluoro-2-trifluoromethyl-3-alkoxypentane, 1,1,1,3,4,4,5,5,5-nonafluoro-2-trifluoromethyl-3(2-pyridyloxy)pentane, respectively, in good yields.In the presence of bases, carboxylic acids give acid fluorides, 1,1,1,4,4,5,5,5-octafluoro-2-trifluoromethyl-3-pentanone, and 1,1,1,4,4,5,5,5-octafluoro-2-trifluoromethyl-3-acyloxy-2-pentene (4), the yields changing with base, solvent, phase-transfer catalyst, and their combination.In the presence of triethylamine, fluorination occurs exclusively, producing acid fluorides in good yields.Alcohols and 2-pyridone are converted into alkyl fluorides and 2-fluoropyridine, respectively, with use of triethylamine as a base with an aprotic solvent.The reaction of PMP with 4-pyridone and 6-chloro-2-ethyl-5-methyl-4(3H)-pyrimidone were also examined.The fluorination reactions were rationalized by preferential replacement of the vinylic fluorine of PMP and a good leaving function of the perfluoro enol group of the intermediates such as 4.

ETHYL PENTAFLUOROPROPANETHIOATE: A USEFUL PENTAFLUOROPROPIONYLATING AGENT FOR AMINES AND ALCOHOLS

Ethyl pentafluoropropanethioate, prepared by treating ethanethiol with hexafluoro-1,2-epoxypropane in the presence of triethylamine, was found to be a convenient pentafluoropropionylating agent for amines and alcohols.