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Index Element names, parent hydride names and systematic names derived using any of the nomenclature systems described in this book are, with very few exceptions, not included explicitly in this index. If a name or term is referred to in several places in the book, the most informative references appear in bold type, and some of the less informative places are not cited in the index. Endings and suffixes are represented using a hyphen in the usual fashion, e.g. -01, and are indexed at the place where they would appear ignoring the hyphen. Names of compounds or groups not included in the index may be found in Tables P7 (p. 205), P9 (p. 232) and PIO (p. 234). ~, 3,87 acac, 93 *, 95 -acene, 66 \ +, 7,106 acetals, 160-161 - (minus), 7, 106 acetate, 45 - (en dash), 124-126 acetic acid, 45, 78 - (em dash), 41, 91, 107, 115-116, 188 acetic anhydride, 83 --+, 161,169-170 acetoacetic acid, 73 ct, 139, 159, 162, 164, 167-168 acetone, 78 ~, 159, 164, 167-168 acetonitrile, 79 y, 164 acetyl, III, 160, 163 11, 105, 110, 114-115, 117, 119-128, 185 acetyl chloride, 83, 183 K, 98,104-106,117,120,124-125, 185 acetylene, 78 A, 59, 130 acetylide, 41 11, 89-90,98, 104, 107, 113-116, 125-126, 146-147, acid anhydrides, see anhydrides 154, 185 acid halides, 75,83, 182-183 TC, 119 acid hydrogen, 16 cr, 119 acids ~, 167 amino acids, 25, 162-163 00, 139 carboxylic acids, 19,72-73,75--80, 165 fatty acids, 165 A sulfonic acids, 75 ct, 139,159,162,164,167-168 see also at single compounds A, 33-34 acrylic acid, 73, 78 A Guide to IUPAC Nomenclature of Organic actinide, 231 Compounds, 4, 36, 195 actinoids (vs. actinides), 231 'a' nomenclature, see replacement nomenclature acyclic compounds, 20, 51-59, 70-71, 232 'a' prefixes, 62-63, 155 unsaturated, 59, 70-71 'a' terms, see 'a' prefixes with non-standard bonding numbers, 59 abbreviations, 92, 147 acyl halides, 75, 83, 182-183 for amino acids, 162-163 acylglycerols, 165 carbohydrates, 161 addition compounds, 41,47-48,86 enclosing marks, 99 compositional nomenclature, 41 ligand names, 92-95 formulae, for nucleic acids, 168-170 use of centre dots, 18,41,47--48 peptides, 164-165 hydrates, 48 for polymer names, 134, 147-148 indication of composition, 41 for substituents, 160 see also coordination compounds absolute configuration, 91-92, 166-168 additive nomenclature, 36, 85-130 amino acids, 162-163 see also coordination nomenclature CIA convention, 33-34 Ade, 170 carbohydrates, 159 adenine, 93 R/S convention, 31-33 adenosine, 169-170 steroids, 166-167 adenylic acid, 169 ac, 26 adipic acid, 73, 79 Ac, 160, 163 adiponitrile, 76 243 INDEX Ado, 169-170 anisole, 73 benzyne, 69 affixes, see infixes, prefixes, suffixes annulenes, 61 beta (~), 159, )( Ala, 162 anomeric atom, 159 bi, 67-68 alanine, 162~164 anthracene, 66, 75, 184 bicyclo, 65 alchemy, 1 anthraquinone, 73 binary compou~ alcoholates, 45, 80 anti, 26 stoichiometric alcohols, 18, 19, 20, 72, 75 anticlinal, 26 binary-type nOlI anions, 45, 80 antiperiplanar, 26, 30 addition coml -aldehyde, 79 ap, 26 alphabetical 0 aldehydes, 19, 75, 79 aqua, 102, 104 anions, 41--45 alditols, 158 aquo, obsolete ligand name, see aqua charge numbe aldoses, 158, 161-162 Ar-, 18,19 electronegativ aliphatic molecules, 52 arachno-boranes, 151-154 element order alkanes, 19,52-57 Arg, 162 formulae, 16 branched, 52-57 argon, 19 hydrates, 48 cyclic, 60-61 -aric acid, 160 see also functi principal chain selection, 20, 57 aromatic compounds, 24 biochemical nOl unbranched, 52-54 aromatic groups, 18, 19 amino acids, alkanyl groups, 54, 55 arrows, 117,125,154,161,169-170 carbohydrate! alkenes, 19 arsa, 155 lipids, 165-1/ alkyl groups, 54, 55 arsenite, 42 nucleic acids, alkynes, 19 ascorbic acid, 172 peptides, 162 allene, 78 Asn, 162 steroids, 166 allotropes, 10 Asp, 162 vitamins, 171 allyl, 69, 111, 122 assemblies, of rings, 67-68 Biochemical No alpha (IX), 139,159, 162,164,167-168 asterisks, 95 biphenyl, 68 alphabetical order -ate, 42, 45, 80, 181 bipyridine, 68 atomic symbols in formulae, 12, 15-17, -ato, 101 bipyridyl, 68 98-99 atom, 6 bis, 55 binary-type nomenclature, 40-43,47 atomic masses, see mass number -block-, 141 coordination nomenclature, 106-107, 115 atomic number, 6-8, 12, 199-201 block copolyml and italicisation, 56 . nuclides, 8 Blue Book, 4, and multiplicative prefixes, 41 atomic symbols, 7-9, 12, 199-201 Bn, 95 substitutive nomenclature, 56-57, 74, 130 hydrogen isotopes, 9 boat conformal -alt-, 141 for new elements, 6-7 bold type, 2, 4 aluminium vs. aluminum, 200 atomic weights, 201, see also mass number bond indicator: amide, 42, 44 atoms bonds -amide, 75-76, 79 names, 12, 13 between cent amides, 19,75,79,162 symbols, 7-9,12,13,199-200 structural fOI -amine, 75, 77 see also elements, element symbols boranes, see b< amines, 19, 20, 75, 77 axial, 30 borate, 151 amino, 75 az, 200 boron hydride! amino acids, 25, 162-163 aza, 37,155 bridging hyd ammine, 102, 104 azane, 59 heteroboranc ammonia, 59, 102, 104 azide, 41 number ofh ammonium, 40, 46 -azin, 178 numbering p AMP, 169 azote (nitrogen), 200 braces -ane, 52,59,69,151 azulene, 72, 75 in formulae, anhydrides, 83,182-183 in names, I~ aniline, 78, 197 B see also end anions, 10, 41--45, 79-80, 110, 231 ~, 159, 164, 167-168 brackets, see e binary-type nomenclature, 41--45 backbone, 146 bracketl ligands, 101, 104, 110 battery acid, 1 branch, see sic oxoacids, 44--45 benzene, 24, 61 branched chai oxo-anion, 18 benzo, 67 bridged comp4 polyatomic, 42--45 benzoic acid, 78, 184 bridging inde~ radicals, 80 benzoquinone, 73 bridging ligan suffixes, 80 benzoyl, 83, 93, 111 12>-121 table, 205-231 benzyl, 95, 111 citation vs. 1 see also ions benzylidene, 118 vs. chelatior 244 INDEX benzyne, 69 positIOn in names, 115 beta (~), 159, 164, 167-168 use of Jl symbol, 104, 113-116, 125-126 bi, 67-68 bromo bicyclo, 65 obsolete ligand name for bromido binary compounds and species, 15,35, 181 prefix in substitutive nomenclature, 75 stoichiometric names, 35 Bu, 93 binary-type nomenclature, 39-50, 83 butane, 52 addition compounds, 41, 47-48, 86 butyl, 54, 93, III alphabetical ordering, 40-43 sec-butyl, 55, III anions. 41--45 tert-butyl, 55, III charge numbers, 42--43 butyric acid, 73, 79 electronegativity, 39--40 Bz, 93,95 element ordering, 16 Bzl, 95 formulae, 16 hydrates, 48 c see also functional class nomenclature C, 33-34 \ biochemical nomenclature, 37, 158-175 CIA convention and absolute configuration, 33-34 amino acids, 162-163 caesium vs. cesium, 200 carbohydrates, 158-162 caffeine, 193 lipids, 165-166 Cahn-Ingold-Prelog (CIP) rules, 29,31-34 nucleic acids, 168-170 carba, 155 peptides, 162, 164-165 carbaboranes, 155-157 steroids, 166-168, 173 -carbaldehyde, 75-76 vitamins, 171-174 carbamic acid, 78 Biochemical Nomenclature and Related Documents, 4 carbamoyl, 75 biphenyl, 68 carbene, 79, 118 bipyridine, 68 carbocycles, 60 bipyridyl, 68 carbohydrates, 24-25, 158-162 bis, 55 carbollide, 157 -block-, 141 carbonate, 44 block copolymers, 135,140-141 carbonic acid, 44 Blue Book, 4, 195 -carbonitrile, 75-76 Bn, 95 carbonyl, 49, 104 boat conformation, 30 carbonyl compounds, 73, 78 bold type, 2, 41 carboranes, 156-157 bond indicators, in line formulae, 22 -carboxamide, 75-76 bonds carboxy, 75 between central atoms, 91, 107, 115-116, 188 -carboxylic acid, 75-76 structural formulae, 14-15, 22-26 carboxylic acids, 19, 72-73, 75-80, 165 boranes, see boron hydrides suffixes and prefixes, 75-76 borate, 151 carboxylic acid esters, see esters boron hydrides, 150-157 carboxylic acid halides, see acid halides bridging hydrogen atoms, 151-152, 154 carvacrol, 73 heteroboranes, 155-157 CAS (Chemical Abstracts Service), 4,176-177 number of hydrogen atoms, 151 catena, 145-147 numbering polyhedral clusters, 152-154 cations, 10, 79-80 braces binary-type nomenclature, 40-41,45--47 in formulae, 15 citation sequence, 101 in names, 15, 55, 136 coordination nomenclature, 46, 101 see also enclosing marks homopolyatomic species, 231 brackets, see enclosing marks, parentheses, square radicals, 80 brackets suffixes, 80 branch, see side-chain table, 205-231 branched chains, 53-57 see also ions bridged compounds, 65 central atoms, 17,85,87,88-89,101 bridging index, 113 centre dots, 18,41,47--48 bridging ligands, 89-90,98, 104, 107, 113-116, cesium, see caesium 125-126, 146-147, 185 chains citation vs. terminal ligands, 115 branched, 20-21, 53-57 vs. chelation, 113-114 organometallic compounds, 130-132 245 INDEX chains (continued) cobaltocene, 126 coordination en polymers (backbone), 135, 146 colons, 125-126 charge numlx principal, 20-21,53,57-58,70-71 colour books, see IUPAC colour books CIP rules, 29 seniority, 20-21 commas, 124 configuration unbranched, 52-53 Commission on Macromolecular Nomenclature definitions, II chair conformation, 30 (COMN),2 dinuclear spe< changes in nomenclature, 17,49, 57-58, 72, 188, 195 Commission on Nomenclature ofInorganic Chemistry donor atoms, characteristic groups, 18-20,51,72,74-79, 131 (CNIC), 2 formulae, IS, prefixes, 74-77 see also Nomenclature of Inorganic Chemistry metal-metal t seniority order, 75 Commission on Nomenclature of Organic Chemistry naming proce suffixes, 74-77 (CNOC), 2 polyhedral sy of highest seniority, 58, 74 see also A Guide to IUPAC Nomenclature ofOrganic coordination ge principal, 58,74,76,77,81-82, 131 Compounds coordination n( charge commo, 154 alphabetical ( in formulae, 7-8 common names, 178-179 kappa (K) cOl indication for ions, 12, 42, 80 Compendium of Chemical Terminology, 4, 10 ligands, 110 charge number, 7,43, 151 Compendium of Polymer Terminology and organometall atoms, 7 Nomenclature, 4, 136 oxidation sta binary-type nomenclature, 42--43 complex, see coordination entity polymers, 14 coordination compounds, 106 1t-complexes, 119 coordination n enclosing marks, 106, 151 composition of non-stoichiometric compounds, 13 polyhedral S) ions and radicals, 231 compositional formulae, see empirical formulae coordination p chelate rings, 117 compositional nomenclature, 39-50 coordination p chelating ligands, 89, 113-114, 116-118 compounds, definition, 9-10 copolymers, I: vs.