Alcohols, nomenclature unsaturated

We begin by bringing you up to speed on mechanisms and reminding you how to push electrons around with those curved arrows. We jog your memory with a discussion of substitution and elimination reactions and their mechanisms, in addition to free radical reactions. Next you review the structure, nomenclature, synthesis, and reactions of alcohols and ethers, and then you get to tackle conjugated unsaturated systems. Finally, we remind you of spectroscopic techniques, from the IR fingerprints to NMR shifts. The review in this part moves at a pretty fast pace, but we re sure you can keep up. 

A polyfunctional organic molecule can contain many different kinds of functional groups, but for nomenclature purposes, we must choose just one suffix. It s not correct to use two sufhxes. Thus, keto ester 3 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 4 must be named either as an alcohol (-ol) or as an amine i-amine) but can t properly be named as an -olamine. The only exception to this rule is in naming compounds that have double or triple bonds. For example, the unsaturated acid H2C=CHCH2C00H is 3-butenoic acid, and the acetylenic alcohol HCSCCH2CH2CH2CH2OH is 5-hexyn-l-ol. 

IUPAC Nomenclature of Unsaturated Alcohols Section 9.1A (a) 3-buten-2-ol (b) 4-ethyl-2-hexyn-1-ol (c) 2,4-hexadien-1,6-diol ... 

Now a systematic name for a complex compoimd is usually itself complex, and some thought will be needed to understand it. It is therefore misuse of nomenclature to scatter long chemical names indiscriminately into a cursive explanation of ideas (necessary though this usually is for the detailed description of an experiment). This misuse of a precision tool is far commoner than it should be for it is better nomenclature to choose carefully a phrase such as the unsaturated alcohol , the derived acid , the tricycUc ketone , the starting material , or simply compound (V) than to bespatter one s prose with names such as 3p-hydroxy-5-oxo-D-nor-5,6-seco-cholest-9(ll)-en-6-oic acid or 5-(4-diethylamino-l-methylbutyl)-l,2 8,9-dibenzacridine. 

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