P-Phenylethyl benzoate

Phenylethyl benzoate 2-Phenylethyl benzoate P-Phenylethyl benzoate. See Phenethyl... 

Benzyl benzoate Benzyl-m-cinnamate Benzyl /ra .s-cinnamate p-Phenylethyl benzoate P-Phenylethyl cinnamate p-Phenylethyl dihydrocinnamate... 

C. 2-Phenylethyl benzoate. The carbon tetrachloride solution of N-nitroso-N-(2-phenylethyl)benzamide (Note 4) and 0.1 g. of sodium carbonate (Note 5) are placed in a 200-mi. round-bottomed flask equipped with a condenser, and the mixture is heated under reflux for 24 hours. The evolution of nitrogen ceases, and the yellow color of the nitrosoamide disappears near the end of this period. The solution is washed with 5% sodium hydroxide solution, water, and dried. The solvent is removed under reduced pressure and the 2-phenylethyl benzoate distilled b.p. 138-142° (1 mm.), yield 5.8-6.1 g. [56-59% based on N-(2-phenylethyl) benzamide]. 

Similar studies were conducted with 1-phenylethyl benzoate derivatives labeled with, sO (radioactive) or, 70 (NMR active) carbonyl groups. Substituents in the alkyl groups and in the leaving group affect both the rates and the nature of the carbenium ion intermediates. For example, 1-phenylethyl p-nitrobenzoate undergoes solvolysis [Eq. (19)] at 60° C in 70% aqueous acetone 30,000 times slower than the corresponding l-(p-methoxyphenyl)ethyl derivative [54]. 

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