Topic
Fluoroform
About: Fluoroform is a research topic. Over the lifetime, 384 publications have been published within this topic receiving 7885 citations. The topic is also known as: trifluoromethane & HFC-23.
Papers published on a yearly basis
1 / 2
Papers
TL;DR: The first reaction of direct cupration of fluoroform is found, the most attractive CF(3) source for the introduction of the trifluoromethyl group into organic molecules and accounts for its remarkably high selectivity.
Abstract: We have found the first reaction of direct cupration of fluoroform, the most attractive CF3 source for the introduction of the trifluoromethyl group into organic molecules. Treatment of CuX (X = Cl, Br, I) with 2 equiv of MOR (M = K, Na) in DMF or NMP produces novel alkoxycuprates that readily react with CF3H at room temperature and atmospheric pressure to give CuCF3 derivatives. The CuCl and t-BuOK (1:2) combination provides best results, furnishing the CuCF3 product within seconds in nearly quantitative yield. As demonstrated, neither CF3– nor CF2 mediate the Cu–CF3 bond formation, which accounts for its remarkably high selectivity. The fluoroform-derived CuCF3 solutions can be efficiently stabilized with TREAT HF to produce CuCF3 reagents that readily trifluoromethylate organic and inorganic electrophiles in the absence of additional ligands such as phenanthroline. A series of novel Cu(I) complexes have been structurally characterized, including K(DMF)[Cu(OBu-t)2] (1), Na(DMF)2[Cu(OBu-t)2] (2), [K8Cu6(...
316 citations
TL;DR: The enzyme polyphenol oxidase has been found to be catalytically active in supercritical carbon dioxide and fluoroform: it readily oxidizesp-cresol andp-chlorophenol to their correspondingo-benzoquinones as discussed by the authors.
Abstract: The enzyme polyphenol oxidase has been found to be catalytically active in supercritical carbon dioxide and fluoroform: it readily oxidizesp-cresol andp-chlorophenol to their correspondingo-benzoquinones.
237 citations
TL;DR: Fluoroform efficiently trifluoromethylates disulfides and diselenides when deprotonated with a strong base selected from t-BuOK or N(SiMe(3))(3)/Me(4)NF (or TBAT).
Abstract: Provided that DMF (or another N,N-dialkylformamide) is present in the reaction medium, at least in a catalytic amount, fluoroform trifluoromethylates efficiently carbonyl compounds, even enolizable ones, when opposed to (TMS)2N- M+, generated in situ from N(TMS)3 and M+ F- or RO- Na+. When F- is used in a catalytic amount, silylated α-(trifluoromethyl)carbinols are obtained: in this case, the four-component system HCF3/N(TMS)3/catalytic F-/catalytic DMF behaves like the Ruppert's reagent, especially as far as nonenolizable carbonyl compounds are concerned (CF3SiMe3 remains more efficient for enolizable carbonyl compounds). This process involves an adduct between DMF and -CF3 which is the true trifluoromethylating agent. In the same way, fluoroform efficiently trifluoromethylates disulfides and diselenides when deprotonated with a strong base selected from t-BuOK or N(SiMe3)3/Me4NF (or TBAT). t-BuOK is more adapted to the trifluoromethylation of aryl disulfides whereas N(SiMe3)3/F- is well suited to that o...
229 citations
TL;DR: The spectrum of fluoroform has been investigated under high resolution (21ft. grating) in the photographic infra red with an absorbing path of up to 60 meters, obtained by multiple reflection according to the method of J. U. White.
Abstract: The spectrum of fluoroform has been investigated under high resolution (21‐ft. grating) in the photographic infra‐red with an absorbing path of up to 60 meters, obtained by multiple reflection according to the method of J. U. White. In addition, with the same path length the spectrum from 1.2 to 2.4μ was obtained under low resolution with a photoelectric infra‐red spectrometer. A large number of overtone and combination bands, 47 in all, were found. Two parallel bands in the photographic region were well resolved and analyzed, yielding, for the moment of inertia about an axis perpendicular to the symmetry axis, IB[0]=81.08×10−40 g cm2 From this value, assuming tetrahedral angles and a C–H distance as in methane, the C–F distance in fluoroform is found to be 1.329A, a value that is appreciably lower than that found in methyl fluoride, 1.380A. A provisional vibrational assignment of all the bands is given.
183 citations
TL;DR: In this article, the phase boundaries of a binary mixture of an air and water-stable ionic liquid and a supercritical fluid have been studied experimentally, and the Peng-Robinson equation of state is used to model this binary system.
Abstract: In order to gain insight into the phase behavior of ionic liquids+supercritical fluids, the phase boundaries of a binary mixture of an air- and water-stable ionic liquid and a supercritical fluid has been studied experimentally. For this purpose, fluoroform (CHF3) was considered as the supercritical fluid and 1-ethyl-3-methylimidazolium hexafluorophosphate ([emim][PF6]) was selected as the ionic liquid. A synthetic method was used to measure vapor–liquid and solid–liquid boundaries. Results are reported for CHF3 concentrations ranging from 10.1 to 99.0 mol%, and within temperature and pressure ranges of 309.3–367.5 K and 1.6–51.6 MPa, respectively. The Peng–Robinson equation of state is used to model this binary system.
179 citations
Related Topics (5)
Performance Metrics
| Year | Papers |
|---|---|
| 2021 | 5 |
| 2020 | 1 |
| 2019 | 7 |
| 2018 | 14 |
| 2017 | 12 |
| 2016 | 7 |