Functional groups, organic ketones

Functional Groups Organic compounds with similar fxmctional groups form a family of compounds and exhibit similar chemical and physical properties. For example, carboxylic acids behave as acids and therefore have low pH. Many esters, aldehydes, and ketones, especially those that contain an aromatic ring in their R group, tend to have pleasant smells. Amines, on the other hand, tend to have foul smells. 

The carbon-carbon bond forming potential inherent m the Claisen and Dieckmann reac tions has been extensively exploited m organic synthesis Subsequent transformations of the p keto ester products permit the synthesis of other functional groups One of these transformations converts p keto esters to ketones it is based on the fact that p keto acids (not esters ) undergo decarboxylation readily (Section 19 17) Indeed p keto acids and their corresponding carboxylate anions as well lose carbon dioxide so easily that they tend to decarboxylate under the conditions of their formation... 

An ability to fonn caibon-caibon bonds is fundamental to organic synthesis. The addition of Grignaid reagents to aldehydes and ketones is one of the most frequently used reactions in synthetic organic chemistry. Not only does it pennit the extension of caibon chains, but because the product is an alcohol, a wide variety of subsequent functional group transformations is possible. 

The next several chapters deal with the chemistry of various oxygen-containing functional groups. The interplay of these important classes of compounds—alcohols, ethers, aldehydes, ketones, carboxylic acids, and derivatives of carboxylic acids— is fundfflnental to organic chemistry and biochemistry. 

An example of how information from fragmentation patterns can be used to solve structural problems is given in Worked Example 12.1. This example is a simple one, but the principles used are broadly applicable for organic structure determination by mass spectrometry. We ll see in the next section and in later chapters that specific functional groups, such as alcohols, ketones, aldehydes, and amines, show specific kinds of mass spectral fragmentations that can be interpreted to provide structural information. 

Although a polyfunctional organic molecule might contain several different functional groups, we must choose just one suffix for nomenclature purposes. It s not correct to use two suffixes. Thus, keto ester 1 must be named either as a ketone with an -one suffix or as an ester with an -oate suffix but can t be named as an -onoate. Similarly, amino alcohol 2 must be named either as an alcohol (-0/) or as an amine (-amine) but can t be named as an -olamine or -anritiol. 

Survey of Organic Synthesis , by Buehler and Pearson, Wiley, New York, 2 vols., 1970, 1977, discusses hundreds of reactions used to prepare the principal types of organic compounds. The arrangement is by chapters, each covering a functional group (e.g., ketones, acyl halides, and amines). Each... 

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