67727-67-7

Basic information

• Product Name: 2,3,3,3-Tetrafluoro-2-heptafluoropropyloxy-1-phenyl-propan-1-one
• Synonyms: 2,3,3,3-Tetrafluoro-2-heptafluoropropyloxy-1-phenyl-propan-1-one
• CAS NO: 67727-67-7
• Molecular Weight: 390.153
• Mol File: 67727-67-7.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2,3,3,3-Tetrafluoro-2-heptafluoropropyloxy-1-phenyl-propan-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,3,3-Tetrafluoro-2-heptafluoropropyloxy-1-phenyl-propan-1-one(67727-67-7)
• EPA Substance Registry System: 2,3,3,3-Tetrafluoro-2-heptafluoropropyloxy-1-phenyl-propan-1-one(67727-67-7)

Safety Data

• Hazardous Substances Data: 67727-67-7(Hazardous Substances Data)

Upstream product

• 2062-98-8 perfluoro(2-propoxypropionyl) fluoride 
• 591-51-5 phenyllithium 
• 71-43-2 benzene 
• 626-39-1 1,3,5-trisbromobenzene 
• 109-72-8 n-butyllithium 
• 76145-88-5 2'-perfluoropropoxy-2-perfluoropropoxyperfluoropropanoic acid ethyl ester 

Relevant articles and documents

Regiospecific synthesis of aromatic compounds via organometallic intermediates. Part 6. 1,3,5-perfluoroalkylether benzenes

1,2,3-Tribromobenzene can undergo a mono lithium-halogen exchange reaction to yield 3,5-Br2C6H3Li which can subsequently react with a perfluoroalkylether ester, RfORfC(O)OC2H5, yielding the aryl ketone 3,5-Br2C6H3C(O)RfORf.A classical SF4/HF reaction of this ketone yields the perfluoroalkylether benzene, 3,5-Br2C6H3CF2RfORf.This process can be repeated stepwise until all bromines are substituted, yielding the final product 1,3,5-C6H3(CF2RfORf)3.The RfORf was chosen as C3F7O2CF(CF3).Other perfluoroalkyl- and perfluoroalkyl-ether esters or other electrophiles can be chosen to react with the various organolithium intermediates. - Keywords: Regiospecific synthesis; Perfluoroalkylether benzenes; Mass spectrometry; IR spectroscopy

FLUORO-KETONES. V REACTIONS OF ALKYL AND ARYLLITHIUM COMPOUNDS WITH PERFLUOROALKYLETHER ESTERS

n-Butyllithium and a variety of aryllithium compounds have been shown to react with a perfluoroalkylether ester (RfORfCO2R) at -78 deg C to produce perfluoroalkylether ketones.In the absence of competing reactions, which may be due to additional reactive groups on the ester, high yields of ketones can be prepared.Steric hindrance adjacent to the carbonyl group has an important effect on rates of reactions.Low reaction temperature (-78 deg C) is an important factor when secondary esters are used.At higher reaction temperatures (> -30 deg C), the secondary esters produce decreased yields of ketone due to the instability of the intermediate lithium salt of the hemiketal which decomposes to an aryl ester and a perfluorinated olefin.