Quick move to entries starting with the letters E, H, I, M, P, Se, Sulfa, Sulfe, Sulfi, Sulfo, Sulfu, T or X.
Ions derived from thiiranes, in which a trivalent sulfur atom bears a positive charge:
Nitrenes substituted with hydrocarbylsulfanyl groups, RS-N: ![[2headed arrow]](../greek/RESARR.GIF)
RS+=N- RS![[triple bond]](../greek/TRIPLEB.GIF)
N. Sulfenyl nitrenes is a older synonymous term. E.g. MeSN methylsulfanylnitrene or methylthionitrene. The synonymous term thiazynes (from the third canonical form; confusable with the hetarynes derivable from 1,2- and 1,4-thiazine) is best avoided.
Compounds having the structures RS2H, RS 3H...RSnH, in which Sn is a chain of sulfur atoms, and R is hydrocarbyl. NOC Rule C-513.1. GNOC Recom. R-5.5.6. Some people exclude hydrodisulfides from the class hydropolysulfides.
hydrosulfides: Term used in radicofunctional nomenclature of thiols. NOC C-511.5. Hydrosulfides is not commonly used as a class name for thiols.
Selenium analogues of isocyanates: RN=C=Se. NOC Rule C-833.1.
Sulfur analogues of isocyanates: RN=C=S. NOC Rule C-833.1.
A term once used for dithioacetals derived from aldehydes; its use is discouraged. NOC Rule C-533.1, footnote. See thioacetals.
A traditional term abandoned by IUPAC, synonymous with thiols. NOC Rule C-511, footnote. This term is still widely used.
mercaptides: An obsolescent synonym for thiolates.
An archaic term for dithioketals. NOC Rule C-533.1, footnote. See thioacetals.
monothioacetals:* See thioacetals.
mustard oils: An archaic term for isothiocyanates, RN=C=S.
Compounds having an unbranched chain of sulfur atoms (S2 or higher) terminating in H: HSnH. NOC Rule C-515.2. GNOC Recom. R-5.5.6. Some chemists exclude disulfane, HS2H, from the class polysulfanes.
Compounds R-[S]n-R, with a chain of sulfur atoms (n greater than 1) and R not equal to H. NOC Rule C-515. GNOC Recom. R-5.5.6. Some chemists exclude disulfides, RS2R, from the class polysulfides.
Compounds having the structure RSeOH (R not equal to H). NOC Rule C-701. E.g. ArSeOH, areneselenenic acids.
1. Compounds having the structure RSeR (R not equal to H). They are thus selenium analogues of ethers. NOC Rule C-701.1.
2. Metal salts of selane, H2Se.
Compounds having the structure RSe(=O)OH. NOC Rule C-701.
Salts and esters of selenocyanic acid, HSeCN. NOC Rule C-833.1. E.g. CH3CH2SeCN ethyl selenocyanate.
Compounds having the structure RSeH (R not equal to H). NOC Rule C-701.
Compounds having the structure R2Se(=O)2 . NOC Rule C-701.
Compounds having the structure RSe(=O)2OH. NOC Rule C-701.
Compounds having the structure R2Se=O (R not equal to H). NOC Rule C-701.
Compounds having the structure R2C=Se (R not equal to H). They are thus selenium analogues of ketones. NOC Rule C-701.
H2NS(=O)2OH (sulfamic acid) and its N-hydrocarbyl derivatives. NOC Rule C-661.2. Sulfamic acid is called sulfamidic acid in inorganic chemistry.
A term including hydropolysulfides, polysulfanes, polysulfides. Use is discouraged because of confusion with the newer systematic name sulfane, H2S, and the numerous names derived therefrom.
Compounds derived from sulfenic acids, RSOH (R not equal to H), by replacement of -OH by -NR2 . NOC Rule C-641.8. May alternatively be considered as alkylsulfanylamines. E.g. C2H5SNH2 ethanesulfenamide or ethylsulfanylamine.
S,S-Dioxides of thioaldehydes and thioketones, R2C=SO2.
Compounds having the structure RSOH (R not equal to H). NOC Rule C-521.1. E.g. PhSOH benzenesulfenic acid.
A term sometimes erroneously used for sulfenylium ions.
Groups having the structure RS- (R not equal to H). This term is derived from sulfenic acids. NOC Rule C-641.7.The synonymous term alkylsulfanyl groups is derived from sulfane, H2S. GNOC Recom. R-5.5.2. E.g. CH3-S- methanesulfenyl, methylthio or methylsulfanyl. NOC Rule C-641.6.
sulfenyl nitrenes: See hydrocarbylsulfanyl nitrenes.
Sulfur-centered radicals having the structure RS. (R not equal to H). This term is derived from sulfenic acids. The synonymous term hydrocarbylsulfanyl radicals is derived from sulfane, H2S. NOC Rule C-81.1. GNOC Recom. R-5.8.1.3. RNRI Rule RC-81.2.5. E.g. CH3S. methylsulfanyl or methanesulfenyl radical. An older synonymous term is alkylthio radical. NOC Rule C-81.1.
Cations having the structure RS+ (R not equal to H). This term is derived from sulfenic acids. The synonymous term hydrocarbylsulfanylium ions is derived from sulfane, H2S. NOC Rule C-83.1. GNOC Recom. R-5.8.2. RNRI Rule RC-82.2.3.4. E.g. CH3S+ methylsulfanylium or methanesulfenylium ion.
1. Compounds having the structure RSR (R not equal to H). Such compounds were once called thioethers. NOC Rule C-514.1. See also thioacetals.
2. In an inorganic sense, salts or other derivatives of hydrogen sulfide.
3. A term used in additive nomenclature, see imides (2).
sulfilimines: See sulfimides (1).
1. H2S=NH, sulfimide, and its hydrocarbyl derivatives. NOC Rule C-633.1. (Indexed by Chemical Abstracts Service under the heading sulfilimine.) They are thus related to sulfoxides in the same way that imines are related to aldehydes or ketones. E.g. (C2H5)2S=NPh S,S-diethyl-N -phenylsulfimide.
2. A term used in Chemical Abstracts Service Index Nomenclature for sulfonylamines, RN=S(=O)2.
sulfimines: A non-recommended synonym for sulfimides (1).
Amides of sulfinic acids, RS(=O)OH; thus RS(=O)NR 2. NOC Rule C-641.8. See also amides. E.g. PhS(=O)NHCH3 N-methylbenzenesulfinamide.
Amidines of sulfinic acids, RS(=O)OH; thus RS(=NR)NR2. NOC Rule C-641.9. E.g. PhS(=NH)NH2 benzenesulfinamidine
S-Oxides of thioaldehydes and thioketones. Not recommended because in English the -ine termination should be reserved for amines, imines, etc. E.g. PhC(=S=O)H thiobenzaldehyde S-oxide.
HS(=O)OH, sulfinic acid, and its S-hydrocarbyl derivatives. NOC Rule C-641. E.g. (CH3)2CHS(=O)OH propane-2-sulfinic acid.
Compounds having the structure RS(=O)OS(=O)R. See also acid anhydrides. NOC Rule C-643.1.
sulfinimines: An obsolescent term for sulfimides (1).
Compounds having the structure RN=S=O. NOC Rule C-661.5. Formerly called thionylamines.
Amides of sulfonic acids: RS(=O)2NR'2. NOC Rule C-821.1. E.g. PhS(=O)2NHCH3 N-methylbenzenesulfonamide.
A term abandoned because of its ambiguous use to mean either RS(=O)(=NH)NH2 (sulfonimidamide) or RS(=NH)2NH2 (sulfonodiimidamide). NOC Rule C-641.9 note.
Compounds having the structure, RS(=O)2R (R not equal to H). NOC Rule C-631.1. GNOC Recom. R-5.5.7. E.g. C2H5S(=O)2CH3 ethyl methyl sulfone.
Compounds having the structure, RS(=NR)2R, formally derived from sulfones by replacing (=O)2 by (=NR)2. S. Oae and N. Furukawa, Sulfilimines and Related Derivatives, American Chemical Society, 1983, pp. 1-4. E.g. Ph2S(=NH)2 diphenyl sulfonediimine.
HS(=O)2OH, sulfonic acid, and its S-hydrocarbyl derivatives. NOC Rule C-641.
Compounds having the structure RS(=O)2OS(=O)2R'. See also acid anhydrides. NOC rule C-643.1. E.g. PhS(=O)2OS(=O)2Ph benzenesulfonic anhydride.
sulfonimides: A seldom used synonym of sulfoximides; its use is discouraged.
Compounds having the structure R3S+ and associated anion (generally, but not necessarily, all three R groups are hydrocarbyl). NOC Rule C-551.1. See under onium compounds. E.g. [(CH3)3S]+ Cl- trimethylsulfonium chloride, 
1-thioniabicyclo[2.2.1]heptane bromide.
3,3-Bis(hydroxyaryl)-3H-2,1-benzoxathiole S,S-dioxides, formed by condensation of o-sulfobenzoic acid with phenols or related compounds. Cf. phthaleins. E.g. 
Compounds having the structure RN=S(=O)2. NOC Rule C-661.5. (Indexed by Chemical Abstracts Service at the heading sulfimide.) E.g. CH3N=S(=O)2 N-sulfonylmethylamine.
Compounds having the structure R2S=O (R not equal to H). NOC Rule C-631.1. GNOC Recom. R-5.5.7. E.g. Ph2S=O diphenyl sulfoxide.
Compounds having the structure R2S(=O)=NR. NOC Rule C-633.1. (Indexed by Chemical Abstracts Service at the heading sulfoximines). E.g. (CH3)2S(=O)=NPh S,S-dimethyl- N-phenylsulfoximide.
sulfoximines: See sulfoximides.
The parent compound HN=S=NH and hydrocarbyl derivatives.
Sulfonamides in which the S-N bond is part of a ring. NOC Rule C-671.2.
Tautomeric forms of sultams, having a sulfur-nitrogen double bond as part of a ring.
Intramolecular cyclic esters of hydroxy sulfinic acids. (Named by supposed analogy with lactones and sultones; but the -ine ending is unfortunate.) Cf. sulfinic acids.
Intramolecular cyclic esters of hydroxy sulfonic acids, analogous to lactones. NOC Rule C-671.1. Cf. sulfonic acids.
1. Compounds having the structure RTeR (R not equal to H). Thus tellurium analogues of ethers. NOC Rule C-701.2.
2. Metal salts of tellurane, H2Te.
Compounds having the structure R2Te(=O)2 . Thus tellurium analogues of sulfones. NOC Rule C-701.2.
thiazynes: See hydrocarbylsulfanyl nitrenes.
This prefix properly denotes replacement of an oxygen by a sulfur. NOC Rule C-502. E.g. PhC(=S)NH2 , thiobenzamide. Cf. entries thioacetals to thioketones.
A term including monothioacetals having the structure R2C(OR')(SR') (subclass monothioketals, R not equal to H); and dithioacetals having the structure R2C(SR')2 (subclass dithioketals, R not equal to H, R' not equal to H). NOC Rule C-533.1. GNOC Recom. R-5.6.4.1. See also thiohemiacetals .
Compounds in which the oxygen of an aldehyde has been replaced by divalent sulfur, RC(=S)H. NOC Rule C-531. E.g. CH3CH2C(=S)H propanethial.
Compounds having the structure RC(=S=O)H. NOC Rule C-633.2. (Also known by the disapproved term sulfines which includes thioaldehyde S-oxides and thioketone S-oxides).
Compounds having the structure acyl-S-acyl. NOC Rules C-543.5, C-643.2. Also called diacylsulfanes. GNOC Recom. R-5.7.7.3. E.g. CH3C(=O)SC(=S)CH2CH3 acetic thiopropanoic thioanhydride. See acyl groups.
Compounds in which one or both oxygens of a carboxy group have been replaced by divalent sulfur: RC(=O)SH or RC(=S)OH monothiocarboxylic acids, RC(=S)SH dithiocarboxylic acids. NOC Rule C-541.1.
Salts and esters of thiocyanic acid HSCN. See isothiocyanates. NOC Rule C-833.1. E.g. CH3 SCN methyl thiocyanate.
thioethers: Former name for sulfides RSR (R not equal to H). NOC Rule C-514.1, footnote.
Compounds of structure R2C(SR')OH or R2C(OR')SH (monothiohemiacetals), or R2C(SR')SH (dithiohemiacetals), R' not equal to H. NOC Rule C-533.2.
Compounds in which the oxygen of a ketone has been replaced by divalent sulfur: R2C=S (R not equal to H). NOC Rule C-532.2. E.g. CH3C(=S)CH2CH3 butane-2-thione.
Compounds having the structure R2C=S=O (R not equal to H). NOC Rule C-633.2. (Also known by the disapproved term sulfines which comprises thioaldehyde S-oxides and thioketone S-oxides.)
Compounds having the structure RSH (R not equal to H). Also known by the term mercaptans (abandoned by IUPAC). NOC Rule C-511.2. E.g. MeCH2SH ethanethiol.
Derivatives of thiols, in which a metal (or other cation) replaces the hydrogen attached to sulfur. NOC Rules C-511.3, C-511.4. E.g. CH3S- Na+ sodium methanethiolate.
thionylamines: See sulfinylamines.
Synonymous with sulfenyl radicals. Due to inconsistencies in use the term is not recommended. RNRI Rule RC-81.2.5.
xanthates: See xanthic acids.
Compounds having the structure ROC(=S)SH. Thus O-esters of dithiocarbonic acid. Salts and esters of xanthic acid are xanthates. Use of this term is not recommended. NOC Rule C-544.1 footnote.