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preface to fifteenth edition

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ORGANIC COMPOUNDS 1.21<br />

1. Forming rings; cyclo-, bicyclo-, spiro-<br />

2. Fusing two or morerings: benzo-, naphtho-, imidazo-<br />

3. Substituting one ring or chain member a<strong>to</strong>m for another: oxa-, aza-, thia-<br />

4. Changing positions of ring or chain members: iso-, sec-, tert-, neo-<br />

5. Showing indicated hydrogen<br />

6. Forming bridges: ethano-, epoxy-<br />

7. Hydro-<br />

Prefixes that represent complete terminal characteristic groups are preferred <strong>to</strong> those representing<br />

only a portion of a given group. For example, for the prefix 9C("O)CH 3 , thename(formylmethyl)<br />

is preferred <strong>to</strong> (oxoethyl).<br />

The multiplying affixes di-, tri-, tetra-, penta-, hexa-, hepta-, octa-, nona-, deca-, undeca-, and so<br />

on areused <strong>to</strong> indicatea set of identical unsubstituted radicals or parent compounds. The forms<br />

bis-, tris-, tetrakis-, pentakis-, and so on are used <strong>to</strong> indicate a set of identical radicals or parent<br />

compounds each substituted in the same way. The affixes bi-, ter-, quater-, quinque-, sexi-, septi-,<br />

octi-, novi-, deci-, and so on are used <strong>to</strong> indicate the number of identical rings joined <strong>to</strong>gether by a<br />

singleor doublebond.<br />

Although multiplying affixes may be omitted for very common compounds when no ambiguity<br />

is caused thereby, such affixes are generally included throughout this handbook in alphabetical<br />

listings. An example would be ethyl ether for diethyl ether.<br />

1.1.2.2 Conjunctive Nomenclature. Conjunctive nomenclature may be applied when a principal<br />

group is attached <strong>to</strong> an acyclic component that is directly attached by a carbon-carbon bond <strong>to</strong> a<br />

cyclic component. The name of the cyclic component is attached directly in front of the name of<br />

the acyclic component carrying the principal group. This nomenclature is not used when an unsaturated<br />

side chain is named systematically. When necessary, the position of the side chain is indicated<br />

by a locant placed beforethenameof thecyclic component. For substituents on theacyclic chain,<br />

carbon a<strong>to</strong>ms of the side chain are indicated by Greek letters proceeding from the principal group<br />

<strong>to</strong> the cyclic component. The terminal carbon a<strong>to</strong>m of acids, aldehydes, and nitriles is omitted when<br />

allocating Greek positional letters. Conjunctive nomenclature is not used when the side chain carries<br />

morethan oneof theprincipal group, except in thecaseof malonic and succinic acids.<br />

The side chain is considered <strong>to</strong> extend only from the principal group <strong>to</strong> the cyclic component.<br />

Any other chain members are named as substituents, with appropriate prefixes placed before the<br />

nameof thecyclic component.<br />

When a cyclic component carries more than one identical side chain, the name of the cyclic<br />

component is followed by di-, tri-, etc., and then by the name of the acyclic component, and it is<br />

preceded by the locants for the side chains. Examples are<br />

4-Methyl-1-cyclohexaneethanol<br />

-Ethyl-,-dimethylcyclohexaneethanol

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