2- Phenyl ethyl benzoate

Ethyl 2-hydroxethyl sulfide (2-Oxo-2-phenyl) ethyl benzoate PhenyldicWoroarsine Red phosphorus cis(l,4-Polyisoprene) (rubber) Polymeric ethers/sulfides of thiodiglycol Polystyrene Sulfur (elemental, S8)... 

Triphenyl-carbinol, (C6H5)3COHy from Ethyl Benzoate and Phenyl Magnesium Bromide. (Grignard Reaction 6 (a).)... 

Successful results have been obtained (Renfrew and Chaney, 1946) with ethyl formate methyl, ethyl, n-propyl, iso-propyl, n-butyl, iso-butyl, sec.-butyl and iso-amyl acetat ethyleneglycol diacetate ethyl monochloro- and trichloro-acetates methyl, n-propyl, n-octyl and n-dodecyl propionates ethyl butyrate n-butyl and n-amyl valerates ethyl laurate ethyl lactate ethyl acetoacetate diethyl carbonate dimethyl and diethyl oxalates diethyl malonate diethyl adipate di-n-butyl tartrate ethyl phenylacetate methyl and ethyl benzoates methyl and ethyl salicylates diethyl and di-n-butyl phthalates. The method fails for vinyl acetate, ieri.-butyl acetate, n-octadecyl propionate, ethyl and >i-butyl stearate, phenyl, benzyl- and guaicol-acetate, methyl and ethyl cinnamate, diethyl sulphate and ethyl p-aminobenzoate. 

The catalyst is inactive for the hydrogenation of the (isolated) benzene nucleus and so may bo used for the hydrogenation of aromatic compounds containing aldehyde, keto, carbalkoxy or amide groups to the corresponding alcohols, amines, etc., e.g., ethyl benzoate to benzyl alcohol methyl p-toluate to p-methylbenzyl alcohol ethyl cinnamate to 3 phenyl 1-propanol. 

Ingold and his co-workers used the competitive method in their experiments, in which nitration was brought about in acetic anhydride. Typically, the reaction solutions in these experiments contained o-8-I 4 mol of nitric acid, and the reaction time, depending on the reactivities of the compounds and the temperature, was 0-5-10 h. Results were obtained for the reactivities of toluene, > ethyl benzoate, the halogenobenzenes, ethyl phenyl acetate and benzyl chloride. Some of these and some later results are summarized in table 5.2. Results for the halogenobenzenes and nitrobiphenyls are discussed later ( 9.1.4, lo.i), and those for a series of benzylic compounds in 5,3.4. 

Phenylethvl benzoate from decomposition of N nitroso N (2-phenyl-ethyl)benzamide, 47, 45 Phenylethyny lhthium 46, 88 Phenylethyny lmagnesium, Gngnard reagent, 46, 88... 

CN 2-[[l-methyl-2-[3-(trifluoromethyl)phenyl]ethyl]amino]ethanol benzoate (ester) hydrochloride... 

C,HjMgBr + C.HsCOOQH — (C6H ),COMgBr + MgBrOC Hj Phenyl magnesium bromide Ethyl benzoate... 

FIGURE 8 Analysis of the test mixture with (A) the SDS MEKC system containing 10 mM phosphate buffer (pH 7.5), 60 mM SDS, and 10% acetonitrile and (B) the CTAB MEKC system containing 25 mM phosphate buffer (pH 7.5), 10 mM CTAB, and 10% acetonitrile. Peaks I formamide 2 pyridine 3 aniline 4 meta-cresol 5 phenyl acetate 6 nitrobenzene 7 benzoic acid 8 thiamine 9 ethyl benzoate. (Reprinted from reference 270, with permission.)... 

Exercise 26-40 Explain why p for ionization of benzoic acids is larger than p for phenylethanoic acids. Estimate a value ofp for the ionization of substituted 4-phenyl-butanoic acids. Why should we expect the value of p for alkaline hydrolysis of ethyl benzoates to be larger than for acid ionization and to have the same sign ... 

Since ethyl benzoate C has a carbonyl stretch at 1725 cm 1, the likely product is D, phenyl propionate. This is confirmed by the NMR spectrum, which has the methylene group as a quartet at 2.425. This chemical shift is typical for a methylene group next to an ester carbonyl but is much too high field for the -CH2-group in ethoxy ester C, which comes at about 3.65. 

Amidines have been shown to react with 2-amino-3-cyanofurans (16) to yield, not the expected furo[2,3-ethyl]benzoate (18) and guanidine give 2,4-diamino-5-[2-(4-carbethoxy-phenyl)ethyl]-pyrrolo[2,3- / pyrimidine (19) [95JOC6684J. 

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