Trifluoromethyl benzene solvent

The organic sorbates used were the purest (>99%) available commercially, as were the non-sorbable solvents and internal standards 1,3,5-tri-iso-propylbenzene, 1,3-di(trifluoromethyl)benzene, mesitylene, tetramethylsilane, and cis- and trans-decalin. 

Irradiation with Corex filtered ultraviolet light of 65a in the presence of 20 equiv. of 1,1-dimethoxyethene in glyme or benzene solvent results in the formation of a cycloadduct, 6,6-dimethoxy-5-phenyl-4-oxa-l-azabicyclo[3.1.0]heptan-2-one (68a), in 65% yield and no oxiryl isocyanate 67a. Like the photocycloaddition of 3-etho-xyisoindolenone (50) to 1,1-dimethoxyethene, the cycloaddition occurs regiospeci-fically. The methoxy and trifluoromethyl substituted phenyloxazolinones 65 b, c, and d similarly photocycloadd regiospecifically to 1,1-dimethoxyethene. 

Dr. B. Chawla (68a) in this laboratory has recently carried out a study of solvent effects on the shifts of several aromatic compounds. A series of typical results is given in Table 16. It shows the influence of the environment on the chemical shifts of the para and meta carbon atoms of a,a,a-trifluoromethyl-benzene relative to the signal of benzene. 

Acetone-sensitized photoreaction of 137 with butyne-2 gave products of mono-248 and bis [2h-2] cycloaddition 249 [149], Oppositely, 3,4-bis(trifluoromethyl) furans 250 participate in the Diels-Alder reaction. They reacted with hexafluorobut-2-yne 84 giving 7-oxanorbomadiene 251 [72, 73, 77, 150], Treatment of 251 with TiCl4/LiAlH4/Et3N system led to the formation of tetrakis(trifluoromethyl)benzene 252 [77], Irradiation of 251 produced mixture of cyclopentadienes 253 and 254 as well as oxepin 255 in variable ratios depending on the solvent [150]. 

Arce, A. et al.. Separation of benzene and hexane by solvent extraction with l-alkyl-3-methylimidazolium bis (trifluoromethyl)sulfonyl amide ionic liquids effect of the alkyl-substituent length, /. Phys Chem. B, 111, 4732,2007. 

The synthesis of fluotrimazole starts from m-xylene. Peroxide catalyzed perchlorination converts this to m-trichloromethyl-benzo-trichloride. m-Trichloromethyl-benzotrifluoride is then obtained by selective chlorine/fluorine exchange. This key product is also readily accessible on a technical scale by conproportionation of the two corresponding m-trihalomethyl-benzotrihalogenides. Friedel-Crafts reaction with benzene leads to trifluoromethyl-tritylchloride, which reacts smoothly with 1,2,4-triazole in polar solvents to give fluotrimazole. 

Trifluoromethyl)phenylcopper was found to be an octamer by consideration of the kinetics of its decomposition, and by cryoscopy and vapor pressure osmometry in benzene solution 36). Its F NMR spectrum in ether at room temperature is a sharp singlet. Consequently, the suggested structure is a central copper cube with equivalent bridging benzotri-fluoride groups. The initial decomposition product, Cu8( n-CF3CgH4)e, is considered to be a Cu(0)—Cu(I) octanuclear cluster compound 36). For the octameric m-(trifluoromethyl)phenylcopper, the tetrameric ortho isomer, and pentafluorophenylcopper tetramer, the F NMR spectra were found to vary with temperature. The changes are not considered to involve important structural alterations, but only variations in solvent complexes and rotamer populations 32, 37). The spectra also... 

The primary standard betaine dye (44) is only sparingly soluble in water and less polar solvents it is insoluble in nonpolar solvents such as aliphatic hydrocarbons. In order to overcome the solubility problems in nonpolar solvents, the more lipophilic penta-t-butyl-substituted betaine dye (45) has additionally been used as a secondary reference probe [174]. The excellent Hnear correlation between the Ej values of the two dyes allows the calculation of t(30) values for solvents in which the solvatochromic indicator dye (44) is not soluble. Introduction of electron-withdrawing substituents e.g. Cl [323], F, CF3, C6F13 [324]) in the betaine molecule reduces the basicity of its phenolate moiety, which allows the direct determination of x(30) values for somewhat more acidic solvents. Moreover, the Hpophilic and fluorophilic penta(trifluoromethyl)-substituted betaine dye (46) is more soluble in nonpolar solvents e.g. hexafluoro-benzene) than the standard dye (44) [324]. Conversely, the solubility in aqueous media can be improved through replacement of some of the peripheral hydrophobic phenyl groups in (44) by more hydrophilic pyridyl groups, to yield the more water-soluble betaine dye (47) [325]. The Ej values of these new secondary standard betaine dyes correlate linearly with the x(30) values of (44), which allows the calculation of x(30) values for solvents in which only betaine dyes (45)-(47) are sufficiently stable and soluble for the UV/Vis spectroscopic measurements [324, 325]. 

A solution of DEAD (1.5 mmol) in anhyd benzene (2 mL) was added dropvvise to a stirring, rc solution of alcohol 33 (1.0 mmol), 2,2,2-trifluoro-1-phenyl-1-(trifluoromethyl)ethanol (34 1.2 mmol), and Ph P (1.5 mmol) in the same solvent (10 mL). After 1 2 h the reaction was complete and all volatiles were removed in vacuo. Chromatographic purification (silica gel) afforded ether 35 in 84-99 % yield for primary alcohols and 45-70% yield for secondary alcohols. 

A solution of 2,3-diphenylcyclopropenone (2.06 g, 10 mmol) and bis(trifluoromethyl)ketene (2 mL) in dry benzene (60 mL) was left at rt under anhydrous conditions for 5 d. The solvent was evaporated, and the remaining crude product [yield 2.5 g (79%)] was recrystallized (cyclohexane) to give colorless, cotton-like crystals mp 134-135 C. 

Absorption and emission spectra of benzene, naphthalene, anthracene, and tetracene in a variety of n-perfluoroalkenes have been interpreted and the extent of solvent-solute interaction in these four systems assessed. Solvatochroraic shifts in trifluoromethyl derivatives of benzene and naphthalene show that the change in polarizability of the solute consequent upon elefctronic excitation is surprisingly small. It is found to be only 10% greater than for the ground state and the induced dipole of the excited state is close to the ground state value. 

C to give perfluoro(3-azido-2-inethyl-2-pentene) which is stable only at low temperatures. Thermolysis at 0°C or photolysis of this azide in non-reactive solvents, such as CCI4 or benzene, results in extrusion of N2 and formation of 3-pentafluoroethyl-2,2-bis(trifluoromethyl)-2//-azirine, by ring closure of the corresponding nitrene. 

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