A Practical Guide to the IUPAC Nomenclature of Organic Compounds Kazuo HATA * The IUPAC nomenclature is not always properly accepted. Many incorrect n
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1 A Practical Guide to the IUPAC Nomenclature of Organic Compounds Kazuo HATA * The IUPAC nomenclature is not always properly accepted. Many incorrect names are found in contributed papers by many authors. It may be unavoidable that naming compounds of complicated structure is attended with some confusions. On the other hand, a lack of understanding the IUPAC nomenclature is often found in the names of rather simple compounds, since older unreasonable nomenclature is surviving in these familiar compounds. Misunderstandings of the IUPAC nomenclature are also seen. This review describes a practical guide to write correct names of organic compounds. Several important items of the IUPAC nomenclature are briefly explained with many examples. On some items, examples of incorrect names are quoted from contributed papers, and mistakes are corrected giving proper advice. * Faculty of Chemistry, School of Hygienic Science, Kitasato University 749
2 (36 ) propanol, 2- propanol, 1- butanol, 2- butanol, 2-methyl- 1- propanol, 2- methyl- 2 - propanol alcohol, isopropyl alcohol, butyl alcohol, s-butyl alcohol, isobutyl alcohol, t-butyl alcohol
3 (37 ) 751 et hylenediamine, trimethylenediamine
4 (38 ) cyclohexanecarbonyl chloride benzenesulfonyl chloride p - toluenesulfonyl chloride 4-(P - tolylsul fonyl) morpholine P-( phenyl sul fonyl oxy) benz oic acid 2- methylallyl ( methallyl) 3- methyl -2- butenyl ( prenyl) dodecyl hexadecyl ( lauryl) ( cetyl)
5 753
6 (40 ) bis ( 2- ethylhexyl) phthalate tris ( 2 - chloroethyl) amine benzyloxy, ethoxycarbonyl, dimethylamino, methyl- 2, 4 - bis (allyloxy) phenol 2, 2', 4- trimethoxybenzophenone 3, 5 - bis (benzoyloxy)benzoic acid 3, 5 - diacetoxybenzoic acid 2, 3- naphthalenedipropionic acid iminodiacetic acid 4,4'- methylenedibenzoic acid benzo [ 1, 2- b 5, 4- b'] difuran 2, 2' - bi -1-naphthol 1, 1'- bianthraqui none
7 (41 )
8 (42 ) [ 2; 2' - binaphthalene] -1, 4'- diol 2, 3' - bi -1- naphthol nitrilotriacetic acid
9 ethyl anion* ethanide (ion) N, N' - methylenediacrylamide C6H6+ C6H6 E+ phenyl phenylium cation (ion) benzene cation benzeniumyl (radical) phenyl anion * benzenide (ion) 1'- amino -1, 6'- iminodi - 2- naphthalenesulfonic acid benzenium (ion) 6, 6' - dibromo - 3, 3' - oxydibenzoic acid CH3CH2CH2CH2- C2H5- ethylide (radical) C2H4 E- ethene anion C6H5 E phenyl (radical) C6H5- C10H8 E- 1- butanide dihydronaphthylide naphthalene anion phenylcarbamoyl dicyclohexylcarbodiimide C2H5* ethyl (radical) C2H6+ C2H6 E+ ethyl cation ethylium (ion) ethenium (ion) ethane cation ethaniumyl (radical)
10 (44 ) 1- thioniabicyclo [ ] heptane ( 1- methyl - 4- pyricli nio) acetate trimethylammoniosulfate P - ( 1- pyridinio) phenolate * triethylphosphoniocyclopentadienide dimethyloxosulfonium methylide pyridinium-1-carboxylate 1-oxonianaphthalene - 7-carboxylate H2S=NH
11 (45 ) 759 polystyrene, polyacrylonitrile, polyformaldehyde poly ( oxyethyleneoxyterephthaloyl ) poly ( 3, 5- pyridinediylmethyleneoxy - 1, 4- phenylene )
12 ( 46 ) 5 - chloro pentanone 4 - amino -1- cyclohexanol
13 (47 ) 761 arsonic acid 1 ) International Union of Pure and Applied Chemistry : Nomenclature of Organic Chemistry. Section A and B, Third Edition 1971 ; Section C, Second Edition 1971 Butterworths ( 1971 ) 3 ) International Union of Pure and Applied Chemistry : Nomenclature of Inorgamic Chemistry. Second Edition 1970, Butterworths ( 1971 ) 6 ) Chemical Abstracts, Vol. 76 ( 1972 ), Index Guide 7) J.H. Fletcher, O.C. Dermer, R.B. Fox, Ed., "N omenclature of Organic Compounds, Principles and Practice. " Advances in Chemistry Series 126, American Chemical Society ( 1974 ) 8) International Union of Pure and Applied Chemistry : Nomenclature of Regular Single - strand Organic Polymers. Pure & Appl. Chem., Vol. 48, pp , Pergamon Press ( 1976 )
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