Organic 2 Review Problem 286

Organic 2 Review Problem 286 - 2 70 P RACTICAL ORGANIC...

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270 PRACTICAL ORGANIC CHEMISTRY halide such as ethyl iodide, and the methyl-ethyl compound (H) obtained. It follows therefore that (i) even with a large excess of sodium ethoxide, a di- sodium derivative cannot be obtained and therefore a di-substituted derivative (H) must be prepared through the intermediate formation of the mono-sub- stituted derivative (F); (2) the substituent groups* must be alkyl groups or substituted alkyl groups such as benzyl, C 4 H 6 CH 8 -, and that aryl groups cannot be introduced, because, e.g., iodo-benzene would not react with sodium derivatives such as (E) or (G). Therefore the synthesis of aryl compounds has usually to be accomplished by entirely different means, such as by the Grignard reagent. Hydrolysis. Ethyl acetoacetate when treated with cold dilute sodium hydrox- ide solution gives the sodium salt of acetoacetic acid. This acid is unstable, and readily breaks down into acetone and carbon dioxide: it is of considerable CH 3 COCH 2 COOH = CH 3 COCH
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This note was uploaded on 09/19/2011 for the course CHM 2211 taught by Professor Castalleano during the Fall '06 term at University of Florida.

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