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preface to fifteenth edition

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1.34 SECTION 1<br />

may be named (1) by the radicofunctional method or (2) by substitutive nomenclature. For example,<br />

(1) 2-Naphthyl 2-pyridyl dike<strong>to</strong>ne<br />

(2) 1-(2-Naphthyl)-2-(2-pyridyl)ethanedione<br />

Some trivial names are retained: ace<strong>to</strong>ne (2-propanone), biacetyl (2,3-butanedione), propiophenone(C<br />

6 H 5 9CO9CH 2 CH 3 ), chalcone(C 6 H 5 9CH"CH9CO9C 6 H 5 ), and deoxybenzoin<br />

(C 6 H 5 9CH 2 9CO9C 6 H 5 ).<br />

These contracted names of heterocyclic nitrogen compounds are retained as alternatives for systematic<br />

names, sometimes with indicated hydrogen. In addition, names of oxo derivatives of fully<br />

saturated nitrogen heterocycles that systematically end in -idinone are often contracted <strong>to</strong> end in<br />

-idone when no ambiguity might result. For example,<br />

2-Pyridone<br />

2(1H)-Pyridone<br />

4-Pyridone<br />

4(1H)-Pyridone<br />

2-Quinolone<br />

2(1H)-Quinolone<br />

4-Quinolone<br />

4(1H)-Quinolone<br />

1-Isoquinolone<br />

1(2H)-Isoquinolone<br />

4-Oxazolone<br />

4(5H)-Oxazolone<br />

4-Pyrazolone<br />

4(5H)-Pyrazolone<br />

5-Pyrazolone<br />

5(4H)-Pyrazolone<br />

4-Isoxazoline<br />

4(5H)-Isoxazolone<br />

4-Thiazolone<br />

4(5H)-Thiazolone<br />

9-Acridone<br />

9(10H)-Acridone<br />

1.1.3.19 Lac<strong>to</strong>nes, Lactides, Lactams, and Lactims. When the hydroxy acid from which water<br />

may be considered <strong>to</strong> have been eliminated has a trivial name, the lac<strong>to</strong>ne is designated by substituting<br />

-olac<strong>to</strong>ne for -ic acid. Locants for a carbonyl group are numbered as low as possible, even<br />

before that of a hydroxyl group.<br />

Lac<strong>to</strong>nes formed from aliphatic acids are named by adding -olide <strong>to</strong> the name of the nonhydroxylated<br />

hydrocarbon with the same number of carbon a<strong>to</strong>ms. The suffix -olide signifies the change<br />

of CH CH 3<br />

in<strong>to</strong> C C"O.<br />

O<br />

Structures in which one or more (but not all) rings of an aggregate are lac<strong>to</strong>ne rings are named<br />

by placing -carbolac<strong>to</strong>ne(denoting the9O9CO9 bridge) after the names of the structures that

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