Table 4 Hantzsch-Widman system

Ring size	Unsaturated	Saturated
3	irene	irane
4	ete	etane
5	ole	olane
6A	ine	ane
6B	ine	inane
6C	inine	inane
7	epine	epane
8	ocine	ocane
9	onine	onane
10	ecine	ecane

Note 1 Prefixes for the halogen elements are included in order to provide for naming heteromonocycles containing cationic halogen atoms (Pure Appl. Chem. 65, 1357-1455 (1993)) and halogen atoms in nonstandard valency states.

Note 2 Although a terminal "e" is used on all stems in these recommendations, it is optional. (Stems without the terminal "e" for unsaturated nonnitrogenous rings with six or more ring members are used in CAS index nomenclature, for example, dioxin, and dioxaphosphepin).

Note 3 The stems for ring sizes 3, 4, 7, 8, 9, and 10 may be considered to be derived from numerical prefixes as follows: "ir" from tri, "et" from tetra, "ep" from hepta, "oc" from octa, "on" from nona, and "ec" from deca.

Note 4 The stems "etine" and "oline", which would be consistent with the other stems for unsaturated rings, cannot be used because they were formerly used to name nitrogenous four- and five-membered rings, respectively, having only one of two possible double bonds.

Note 5 Oxine must not be used for pyran because it has been used as a trivial name for quinolin-8-ol.

Note 6 Azine must not be used for pyridine because of its long-established use as a class name for compounds (see R-5.6.6.3).