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preface to fifteenth edition

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1.22 SECTION 1<br />

When side chains of two or more different kinds are attached <strong>to</strong> a cyclic component, only the<br />

senior side chain is named by the conjunctive method. The remaining side chains are named as<br />

prefixes. Likewise, when there is a choice of cyclic component, the senior is chosen. Benzene<br />

derivatives may be named by the conjunctive method only when two or more identical side chains<br />

are present. Trivial names for oxo carboxylic acids may be used for the acyclic component. If the<br />

cyclic and acyclic components are joined by a double bond, the locants of this bond are placed as<br />

superscripts <strong>to</strong> a Greek capital delta that is inserted between the two names. The locant for the cyclic<br />

component precedes that for the acyclic component, e.g., indene- 1, -acetic acid.<br />

1.1.2.3 Radicofunctional Nomenclature. The procedures of radicofunctional nomenclature are<br />

identical with those of substitutive nomenclature except that suffixes are never used. Instead, the<br />

functional class name (Table 1.9) of the compound is expressed as one word and the remainder of<br />

the molecule as another that precedes the class name. When the functional class name refers <strong>to</strong> a<br />

characteristic group that is bivalent, the two radicals attached <strong>to</strong> it are each named, and when different,<br />

they are written as separate words arranged in alphabetical order. When a compound contains<br />

morethan onekind of group listed in Table1.9, that kind is cited as thefunctional group or class<br />

name that occurs higher in the table, all others being expressed as prefixes.<br />

Radicofunctional nomenclature finds some use in naming ethers, sulfides, sulfoxides, sulfones,<br />

selenium analogs of the preceding three sulfur compounds, and azides.<br />

TABLE 1.9 Functional Class Names Used in Radicofunctional Nomenclature<br />

Groups are listed in order of decreasing priority.<br />

Group<br />

Functional class names<br />

X in acid derivatives<br />

Name of X (in priority order: fluoride, chloride, bromide,<br />

iodide, cyanide, azide; then the sulfur and selenium<br />

analogs)<br />

Cyanide, isocyanide<br />

Ke<strong>to</strong>ne; then S and Se analogs<br />

SeO 2<br />

9CN, 9NC<br />

CO<br />

Se, SeO, Selenide, selenoxide, selenone<br />

9OH<br />

Alcohol; then S and Se analogs<br />

9O9OH<br />

Hydroperoxide<br />

O<br />

Ether or oxide<br />

S, SO, SO 2 Sulfide, sulfoxide, sulfone<br />

9F, 9Cl, 9Br, 9I Fluoride, chloride, bromide, iodide<br />

9N 3<br />

Azide<br />

1.1.2.4 Replacement Nomenclature. Replacement nomenclature is intended for use only when<br />

other nomenclature systems are difficult <strong>to</strong> apply in the naming of chains containing heteroa<strong>to</strong>ms.<br />

When no group is present that can be named as a principal group, the longest chain of carbon and<br />

heteroa<strong>to</strong>ms terminating with carbon is chosen and named as though the entire chain were that of<br />

an acyclic hydrocarbon. The heteroa<strong>to</strong>ms within this chain are identified by means of prefixes<br />

aza-, oxa-, thia-, etc., in the order of priority stated in Table 1.3. Locants indicate the positions of<br />

the heteroa<strong>to</strong>ms in the chain. Lowest-numbered locants are assigned <strong>to</strong> the principal group when

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