Dicyclic Hydrocarbons. V. Synthesis and Physical Properties of the Diphenyl- and Dicyclohexylbutanes

Abstract

386which was induced to crystallize by trituration with 10 ml. of water containing six drops of 6 N hydrochloric acid.Recrystallization of the solid (0.50 9.) from carbon tetrachloride provided 0.380 g. (68%) of XVII, In a similar experiment the oxazolidinedione IV was recovered unchanged after treatment with an equimolar amount of sodium hydride in dry dioxane. Reaction of XX with Aqueous SodiumHydroxide.-To a solution of 0.100 g. (0.261 millimole) of the diamide XX in 5 ml. of 95% ethanol and 1.5 ml. of dioxane at 0" was added 0.261 ml. of 1.00 N sodium hydroxide. After standing a t 0" for five minutes, the solution was diluted with water and extracted with chloroform. The chloroform extract was filtered and evaporated under reduced pressure to a yellow oil which solidified upon trituration with petroleum ether. Further trituration of the solid with water-methanol yielded almost colorless benzyl phenaceturate (0.020 g., 27.1%), m.p. 94-95'.Aminolysis of 1V.-To a suspension of 0.350 g. (0.00104 mole) of the heterocycle in 10 ml. of dry benzene was added 0.242 g. (0.00208 mole) of benzylamine. Reaction took place immediately and after ten minutes the colorless solid which had precipitated was collected by filtration. The yield of N,N'-dibenzyloxamide, m.p. 220.5-222.0", was 0.275 g. (98.5%). Evaporation of the filtrate and tritura-

Exalted Distortion Polarizations of Some Colored Hydrocarbons

“…Two explanations of this result seem possible: (1) the electronic polarizations of the compounds concerned are exalted as compared with those calculated for them (in the sense defined above), but their atomic polarizations are normal; (2) the electronic polarizations are more or less equal to those calculated, but the (observed) molecular refractions are considerably exalted over and above the calculated values, because of anomalous dispersion. The atomic polarization must then be as-sumed to be abnormally high, and fortuitously equal to RD0bs.…”

The thermodynamic properties of solutions of polystyrene and of low molecular weight model compounds

“…For current XIz values, we may write F(a) = F(5,) -L X 1 2~1~2 a u~' ( i i u ) (14) where F'(ii) denotes the derivative of function (8).…”

Studies on the Radical Cyclization of 3‐Oxopropanenitriles and Alkenes with Cerium(IV) Ammonium Nitrate in Ether Solvents

“…-All 3-oxopropanenitriles were prepared according to [4g] [4h] [6]. The 1,1-diphenylbut-1-ene (2e) [7], 1,1-bis(4-fluorophenyl)ethene (2f) [8], and 1,1-bis(4-methylphenyl)ethene (2g) [9] were synthesized by dehydration of the corresponding alcohols obtained from Grignard reactions of suitable arylmagnesium bromides and ketones. The other alkenes, CAN, and reagents are commercial materials and were purchased in highest purity.…”