Fluoro benzene

E)-[[Fluoro(2-phenylcyclohexylidene)methyl]sulfonyl]benzene Benzene, [[fluoro(2-phenylcyclohexylidene)methyl]sulfonyl]-, (E)-( )- (12) (135790-01-1)... 

McCarthy, J.R., Matthews, D.R, and Paolini, J.R, Stereoselective synthesis of 2,2-disubstituted l-lluoro-alkenes. (( )-[[Fluoro(2-phenylcyclohexylidene)-methyl]sulfonyl]benzene and (21)-[2-(fluoromethylene)-cyclohexyl]benzene (Benzene, [[fluoro(2-phenylcyclohexylidene)methyl]sulfonyl]-, ( )-( ) and Benzene, [2-(fluoromethylene)cyclohexyl]-, (Z)-( )-), Org. Synth., 72, 216, 1995 Org. Synth. Coll. Vol. IX, AA2, 1998. 

AI3-28560 Benzene, fluoro- EINECS 207-321-7 Fluorobenzene Monofluorobenzene NSC 68416 Phenyl fluoride UN2387. Intermediate in the manufacture of insecticides, larvicides and pharmaceuticals, identification reagent for plastic or resin polymers. Liquid mp = -42,2" bp = 84.7" d = 1,0225 Xm = 259 nm (s = 513, H2O) insoluble in H2O, very soluble in CeHe, EtzO, EtOH, ligroin LO50 (rat orl) = 4399 mg/kg, Hoechst Ce/anese ICI Americas Inc, Lancaster Synthesis Co,... 

The electrochemical fluorination (Simons cell anhydrous HF electrolyte, sometimes with the addition of NaF to improve conductivity) of benzene, fluoro- and chloro-benzene, w-dichlorobenzene, anisole, o-chloroanisole, thiophenol, p-chloro-thiophenol, iw-thiocresol, 2-chloropyridine, and 3-chloropyridine has been examined in detail (see also p. 212). Benzene and fluorobenzene give mainly dodecafluoro-cyclohexane, but a low yield of chloroundecafluorocyclohexane is obtained from chlorobenzene, and the ethers give fully saturated perfluoroethers with some cleaved products cleavage of the thiophenols leads to extensive formation of SFe. Mixtures of perfluoro-alicyclic and -aliphatic tertiary amines are obtained by similar fluorination of AW-dialkylanilines [PhNEta and PhNMeR (R = Et, Pr, or Bu )] and the three A A -dimethyltoluidines. The relatively new technique (Vol. 2, p. 353) of controlled fluorination at a platinum anode in acetonitrile con-+ -... 

Substituents that are otherwise accessible only with difficulty such as fluoro lodo cyano and hydroxyl may be introduced onto a benzene ring... 

The influence of the conformational factors, which play a decisive role in directing oxide fission in the above cases is no longer operative in the case of 3-keto-5a,6a-epoxides and their 3-ethylene ketals. With these substrates the —I effect of the BFs-complexed 3-keto or 3-ketal grouping predominates leading to the fluorohydrins. Thus, treatment of both 5a,6a-oxidopregnane-3,20-dione (35) and its 3,20-bisethylene ketal with BFg-etherate in benzene-ether affords in 45% yield the 6jff-fluoro-5a-hydroxy-derivative (36) and its 3-ethylene ketal, respectively. which are converted into the 6a-fluoro-A -CH3... 

Some high-valency fluorides applied at moderate temperatures are capable of replacing individual hydrogens in aromatic rings Thus benzene affords fluoro benzene on treatment with silver difluoride [/] and with chlorine pentafluoride [2] (equations 1 and 2)... 

A powerful solvent effect is observed in the reaction of /j-nitrobenzaldehyde with sulfur telrafluonde The reaction conducted in a benzene solution gives the expected p nitrobenzyhdene fluoride, without a solvent, bis(p-nitro a fluoro-benzyl) ether is formed as the sole product [171 (equation 86)... 

Alkyl fluorides are more reactive than other alkyl halides under Friedel-Crafts conditions, whereas trifluoromethyl groups are less reactive than other trihalomethyl groups Thus, a bromoindane is prepared from 1-bromo-l-fluoro-2,2,3,3-tetramethylcyclopropane and benzene [5] (equation 8) whereas 3-tnfluo romethylphenyldiphenylchloromethane is obtained from 3-trifluoromethyl-benzotrichloride and benzene [9] (equation 9)... 

The pyrrolidine enamines of /l -3.]cetosteroids (111), on alkylation with methyl iodide, gave mainly the N-alkylated product (5,55) in nonpolar solvents such as benzene. The reaction in more polar solvents gave the 4-methylated product (5.S). The reaction of (111) with perchloryl fluoride involves attack at the C-4 atom to give, after acid hydrolysis, either 4-fluoro-zJ -3-ketone (119) or 4,4-difluoro-zJ -3-ketone 120), depending on the reaction conditions (59). 

The reaction of an alicyclic enamine with benzyne intermediate yields simple arylation products and/or 1,2-cycloaddition products, depending upon the reaction conditions 102). This is illustrated by the reaction of l-(N-pyrrolidino)cyclohexene with benzyne (86) (obtained from fluoro-benzene and butyl lithium or o-bromofluorobenzene and lithium amalgam), which produces benzocyclobutene 87 102). 

Dione 21-Acetate To a stirred solution of 500 mg of 9o-fluoro-11(3,21-dihydroxy-16-methyl-1,4,16-pregnatriene-3,20-dione 21-acetate in 5 ml of benzene and 5 ml of chloroform are added 0.50 ml of t-butyl hydroperoxide and 0.1 ml of a 35% methanolic solution of benzyl-trimethyl ammonium hydroxide. After 18 hours at room temperature, water is added and the mixture thoroughly extracted with chloroform. The chloroform extract is washed with saturated aqueous sodium chloride and dried over magnesium sulfate. Evaporation of the Solvent and crystallization of the residue from acetone-ether gives Bo-fluoro-... 

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