1 - ethyl phenyl

Add 2 mi. of ethanol to the solution, shake the mixture and warm gently. Phenetole (ethyl phenyl ether) is the main product. 

Phenetole. (Ethyl Phenyl Ether.) CeHsOCaHj. (Method i,... 

A -n-Butylurethane N- ec.-Butylurethane N-Phenylurethane (Ethyl -phenyl carbamate) Ethyl oxanilate... 

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. 

Write an equation showing how you could prepare ethyl phenyl ketone from propanenitrile and a Grignard reagent What is the structure of the imine intermediate ... 

Give the structure of the product obtained when ethyl phenyl acetat C6H CH2C02CH2CH3) is treated with each of the following esters under conditions of the mixed Claisen condensation... 

Intermediates benzene to ethyl phenyl ketone to ethyl m nitrophenyl ketone to m aminophenyl ethyl ketone to ethyl m fluorophenyl ketone Reagents propanoyl chloride AICI3 HNO3 H2SO4 Fe HCl then HO NaN02 H2O HCl then HBF4 then heat... 

Glyburide. Glyburide or l-[ [2-(5-chloro-(9-anisamido)ethyl]phenyl]sulfonyl]-3-cyclohexylurea, mol wt 494.00, forms crystals from methanol, mp 169—170°C. Its piC is 5.3 and it is sparingly soluble in water and soluble in the usual organic solvents. 

Propiophenone. Propiophenone [93-55-0] (ethyl phenyl ketone) is a colorless Hquid with a flowery odor. It can be prepared by the Friedel-Crafts reaction of benzene and propionyl chloride in the presence of aluminum chloride (346), or by the catalytic reaction of benzoic acid and propionic acid in the presence of water (347). Propiophenone is commercially available (348), and is sold in Japan at 2700 Y/kg (349). It is used in the production of ephedrine, as a fragrance enhancer, and as a polymerization sensitizer. 

Carbonates are indexed in Chemicaly hstracts under carbonic acid, esters. Symmetrical diesters have the prefix di or bis. Unsymmetrical diesters are listed with the two radicals following each other. For example, ethyl phenyl carbonic diester is C2H OCOOC H. Table 6 Hsts commonly used carbonates, their Chemicaly hstracts Service Registry Number, and formulas. 

Ethyl Phenyl-acetate.—This ester has the formula C[Pg.167]

Chemical Name 1-cyclohexyl-3-[ [p-[2-(5-methylpyrazinecarboxamido)ethyl] phenyl] -sulfonyl] urea... 

Ethyl phenyl ethanolamine Ethyl phthallyl ethyl glycolate... 

Isopropyl methyl ether Ethyl phenyl ether... 

How would you prepare ethyl phenyl ether Use whichever method you think is more appropriate, the Williamson synthesis or the alkoxymercuration reaction. 

A suspension of sodium amide2 (0.1 mole) in liquid ammonia is prepared in a 500-ml. three-necked, round-bottomed flask fitted with a West condenser, a ball and socket glass mechanical stirrer (Note 1), and a dropping funnel. In the preparation of this reagent a small piece of clean sodium metal is added to 350 ml. of commercial anhydrous liquid ammonia. After the appearance of a blue color, a few crystals of hydrated ferric nitrate are added, whereupon the blue color is discharged. The remainder of the 2.3 g. (0.1 mole) of sodium (Note 2) is then rapidly added as small pieces. After all the sodium has been converted to sodium amide (Note 3), a solution of 16.4 g. (0.1 mole) of ethyl phenyl-acetate (Note 4) in 35 ml. of anhydrous ethyl ether is added dropwise over a 2-minute period, and the mixture is stirred for 20 minutes. To the dark green suspension is added over an 8-minute period a solution of 18.5 g. (0.1 mole) of (2-bromo-... 

The addition to 2-cyclohexcnone or (fj-d-phenyl-S-penten -one gave products with d.r. 99 1. Since the configuration of 5 was not determined, a detailed interpretation of the stereoselectivity is not possible. The 1,4 addition of the chiral cuprate reagent, lithium [2-(l-dimethylamino-ethyl)phenyl](2-thienyl)cuprate, to ( )-2,2-dimethyT5-phenyl-4-penten-3-one produced predominantly one diastereomer with d.r. 99 1, while the 1,4-addition of [2-(l-dimethylaminoethyl)-phenyl]lithium to the same enone gave predominantly the opposite diastereomer (d.r. 3 97). 

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