2-fluoro-2-methylpropane

The hydrofluorination of alkenes with anhydrous hydrogen fluoride has been already described extensively in Houben-Weyl, Vol. 5/3, pp 100-101. In the case of ethene, the yield of fluoroethane increases on raising the temperature (90°C, 20-25 atm), however, the procedure should be carried out at lower temperatures with higher alkenes because of their tendency to polymerize thus, 2-fluoropropane is formed in 60-75% yield at 0-45 C. Similar procedures have been described for 2-fluorobutane, 2-fluoro-2-methylpropane and 2-fluoro-2-methyl-butane from but-l-ene, 2-methylpropene and 2-methylbut-2-ene, respectively.63 Cyclohexene reacts at — 78 C with hydrogen fluoride to give fluorocyclohexane (70%) at 100 C polymerization is observed.59,60 Two equivalents of hydrogen fluoride to allene are taken up at — 70 C, to form 2,2-difluoropropane (50%).64... 

An early report describes the synthesis of fluorohydrins. in low yields, from simple epoxides with anhydrous hydrogen fluoride in diethyl ether containing some water. 1,2-Ep-oxycyclohexanc and 2,2-dimethyloxirane were opened to 2-fluorocyclohexanol in 14% yield and 2-fluoro-2-methylpropan-1 -ol in 20 % yield, respectively, by the same method, but these results could not be reproduced (see also Table 12), With acetonitrile as the solvent, simple epoxides are opened to the fluorohydrins.but yields are low due to side reactions such as oligomerization and rearrangement. 

The addition of hydrogen fluoride to but-l-ene or but-2-ene gives 2-fluorobutane " - ° the hydrofluorination of 2-methylpropene leads to 2-fluoro-2-methylpropane. ... 

Benzyloxy)-2-fluoro-2-methylpropanal (8) is prepared in optically active form from ethyl (5 )-2-fluoro-3-hydroxy-2-methylpropanoate (7). Ester 7 is readily obtained from ethyl (S)-2-fiuoro-2-methylmalonate (6) which can, itself, be prepared by enzymatic hydrolysis. ... 

Table I. Reactions of (5)-3-(Benzyloxy)-2-fluoro-2-methylpropanal [(S)-8] with Silyl Enol Ethers and Silyl Ketene Acetals ...

Names in order 1-bromo-1-fluoro-2-methylpropane 1-bromo-2-fluoro-2-methylpropane 2-bromo-1 -fluoro-2-methylpropane 1 -bromo-3-fluoro-2-methylpropane... 

Fluoro-2-methylaniline (Fluoromethyl)benzene 2-Fluoro-4-methyl-1-nitrobenzene 2-Fluoro-2-methylpropane 1-Fluoronaphthalene 2-Fluoronaphthalene... 

Restricted Internal Rotation of Several Symmetric Tops. The tables of thermodynamic functions for an internal rotation of a single symmetric top may be used for several symmetric tops [with moments of inertia calculated from equation (20)] provided both potential energy and kinetic energy cross-terms between the tops can be neglected. Both assumptions have been generally made in calculations for molecules with several tops. Where there are reliable calorimetric data at one or more temperatures, the tables have been used to calculate appropriate potential barriers. Using this procedure thermodynamic contributions have been calculated for propane, 2-methylpropane, 2,2-dimethylpropane, cis-but-2-ene, rm a -but-2-ene, isobutene, o-xylene, > m-xylene, p-xylene, 1,2,3-trimethylbenzene, > 1,2,4-trimethylbenzene, dimethyl sulphide,2-chloro-2-methylpropane, and dimethyl-amine. In several cases thermodynamic contributions have been calculated using potential barriers estimated from those of related molecules. Examples of this procedure are found in calculations for 2-fluoro-2-methylpropane, 2-chloropropane, 2-bromopropane, 2-iodopro-pane, 2,2-dichloropropane, 2-bromo-2-methylpropane, 2-iodo-2-methylpropane, 1,3,5-trimethylbenzene, 1,2,3,5-tetramethylbenzene, 1,2,4,5-tetramethylbenzene, 1,2,3,4-tetramethylbenzene, pentamethyl-benzene, and hexamethylbenzene. ... 

Fluoro-2-methylpropane terf-Butyl lluoride C4HgF 363-61-7 76.112 col gas 12.1 ... 

A solution of 1,1-dimethylethyl (tert-butyl) methanesulfonate in polar aprotic solvent containing equal amounts of sodium fluoride and sodium bromide produces 75% 2-fluoro-2-methylpropane and only 25% 2-bromo-2-methylpropane. Explain. (Hint Refer to Section 6-8 and Problem 58 of Chapter 6 for information regarding relative nucleophilic strengths of the halide ions in aprotic solvents.)... 

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