有機化学命名法<br>Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (International Union of Pure and Applied Chemistry)

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有機化学命名法
Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (International Union of Pure and Applied Chemistry)

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  • 製本 Hardcover:ハードカバー版/ページ数 1568 p.
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Full Description


Chemical nomenclature is used to identify a chemical species by means of written or spoken words and enables a common language for communication amongst chemists. Nomenclature for chemical compounds additionally contains an explicit or implied relationship to the structure of the compound, in order that the reader or listener can deduce the structure from the name. This purpose requires a system of principles and rules, the application of which gives rise to a systematic nomenclature. Of course, a wide range of traditional names, semisystematic or trivial, are also in use for a core group of common compounds. Detailing the latest rules and international practice, this new volume can be considered a guide to the essential organic chemical nomenclature, commonly described as the "Blue Book". An invaluable source of information for organic chemists everywhere and the definitive guide for scientists working in academia or industry, for scientific publishers of books, journals and databases, and for organisations requiring internationally approved nomenclature in a legal or regulatory environment.

Table of Contents

Preface                                            xxvii
Acknowledgements xxviii
Changes From The 1979 Edition, The 1993 Guide, xxix
And Official Publications From 1993 Through
2002 Included In The 2013 Edition Of IUPAC
Nomenclature Of Organic Chemistry
Glossary xxxviii
Chapter P-1 General Principles, Rules, And
Conventions
P-10 Introduction 1 (1)
P-11 Scope Of Nomenclature For Organic 2 (1)
Compounds
P-12 Preferred, Preselected, And Retained 3 (7)
IUPAC Names
P-12.1 Preferred IUPAC Names 3 (5)
P-12.2 Preselected Names 8 (1)
P-12.3 Retained Names 9 (1)
P-12.4 Methodology 9 (1)
P-13 Operations In Nomenclature Of Organic 10 (15)
Compounds
P-13.1 The Substitutive Operation 10 (1)
P-13.2 The Replacement Operation 10 (3)
P-13.3 The Additive Operation 13 (4)
P-13.4 The Subtractive Operation 17 (2)
P-13.5 The Conjunctive Operation 19 (2)
P-13.6 The Multiplicative Operation 21 (1)
P-13.7 The Fusion Operation 22 (1)
P-13.8 Operations Used Only In The 23 (2)
Nomenclature Of Natural Products
P-14 General Rules 25 (28)
P-14.0 Introduction 25 (1)
P-14.1 Bonding Number 25 (2)
P-14.2 Multiplicative Prefixes 27 (1)
P-14.3 Locants 28 (6)
P-14.4 Numbering 34 (7)
P-14.5 Alphanumerical Order 41 (4)
P-14.6 Nonalphanuerical Order 45 (2)
P-14.7 Indicated And 'Added Indicated' 47 (1)
Hydrogen
P-14.8 Adducts 48 (5)
P-15 Types Of Nomenclature 53 (51)
P-15.0 Introduction 54 (1)
P-15.1 Substitutive Nomenclature 55 (10)
P-15.2 Functional Class Nomenclature 65 (4)
P-15.3 Multiplicative Nomenclature 69 (20)
P-15.4 Skeletal Replacement ('a') 89 (5)
Nomenclature
P-15.5 Functional Replacement Nomenclature 94 (4)
P-15.6 Conjunctive Nomenclature 98 (6)
P-16 Name Writing 104 (26)
P-16.0 Introduction 104 (1)
P-16.1 Spelling 104 (1)
P-16.2 Punctuation 105 (2)
P-16.3 Multiplicative Prefixes 'Di', Tri', 107 (6)
Etc. vs. Bis', 'Tris', Etc.
P-16.4 Other Numerical Terms 113 (1)
P-16.5 Enclosing Marks 113 (8)
P-16.6 Italicization 121 (1)
P-16.7 Elision Of Vowels 122 (2)
P-16.8 Addition Of Vowels 124 (1)
P-16.9 Primes 124 (6)
Chapter P-2 Parent Hydrides
P-20 Introduction 130 (1)
P-21 Mononuclear And Acyclic Polynuclear 131 (6)
Parent Hydrides
P-21.1 Mononuclear Parent Hydrides 131 (2)
P-21.2 Acyclic Polynuclear Parent Hydrides 133 (4)
P-22 Monocyclic Parent Hydrides 137 (18)
P-22.1 Monocyclic Hydrocarbons 137 (2)
P-22.2 Heteromonocyclic Parent Hydrides 139 (16)
P-23 Polyalicyclic Parent Hydrides (Extended 155 (14)
Von Baeyer System)
P-23.0 Introduction 155 (1)
P-23.1 Definitions And Terminology 155 (1)
P-23.2 Naming And Numbering Of Von Baeyer 156 (8)
Hydrocarbons
P-23.3 Heterogeneous Heterocyclic Von 164 (1)
Baeyer Parent Hydrides
P-23.4 Homogeneous Heterocyclic Von Baeyer 165 (1)
Aren't Hydrides
P-23.5 Heterogeneous Heterocyclic Von 166 (2)
Baeyer Parent Hydrides Composed Of
Alternating Heteroatoms
P-23.6 Heterocyclic Polyalicyclic Parent 168 (1)
Hydrides Having Heteroatoms With
Nonstandard Bonding Numbers
P-23.7 Retained Names For Von Baeyer Parent 169 (1)
Hydrides
P-24 Spiro Ring Systems 169 (34)
P-24.0 Introduction 169 (1)
P-24.1 Definitions 170 (1)
P-24.2 Spiro Ring Systems With Only 170 (8)
Monocyclic Ring Components
P-24.3 Monospiro Ring Systems Containing 178 (4)
Two Identical Polycyclic Ring Components
P-24.4 Monospiro Ring Systems With Three 182 (2)
Identical Polycyclic Ring Components
Spirofused Together
P-24.5 Monospiro Ring Systems With 184 (4)
Different Components, At Least One Of Which
Is A Polycyclic Ring System
P-24.6 Unbranched Polyspiro Ring Systems 188 (2)
With Different Components, One Being A
Polycyclic Ring System
P-24.7 Branched Polyspiro Ring Systems 190 (5)
P-24.8 Spiro Ring Systems Containing Atoms 195 (8)
With Nonstandard Bonding Numbers
P-25 Fused And Bridged Fused Ring Systems 203 (95)
P-25.0 Introduction 204 (1)
P-25.1 Names Of Hydrocarbon Parent Ring 205 (6)
Components
P-25.2 Names Of Heterocyclic Parent Ring 211 (8)
Components
P-25.3 Constructing Fusion Names 219 (44)
P-25.4 Bridged Fused Ring Systems 263 (21)
P-25.5 Limitations Of Fusion Nomenclature: 284 (3)
Three Components And Peri-Fused Together
P-25.6 Fused Ring Systems With Skeletal 287 (2)
Atoms With Nonstandard Bonding Numbers
P-25.7 Double Bonds, Indicated Hydrogen, 289 (4)
And The δ-Convention
P-25.8 Parent Components In Decreasing 293 (5)
Order Of Seniority (Partial Lists)
P-26 Phane Nomenclature 298 (24)
P-26.0 Introduction 298 (1)
P-26.1 Concepts And Terminology 299 (1)
P-26.2 Components Of Phane Parent Names 300 (3)
P-26.3 Superatom Locants And Amplificant 303 (1)
Attachment Locants
P-26.4 Numbering Of Phane Parent Hydrides 304 (12)
P-26.5 Skeletal Replacement ('a') 316 (6)
Nomenclature In Phane Nomenclature
P-26.6 Other Aspects Of Phane Nomenclature 322 (1)
P-27 Fullerenes 322 (17)
P-27.0 Introduction 322 (1)
P-27.1 Definitions 323 (1)
P-27.2 Fullerene Names 323 (1)
P-27.3 Numbering Of Fullerenes 324 (3)
P-27.4 Structurally Modified Fullerenes 327 (4)
P-27.5 Replacement Of Skeletal Atoms 331 (1)
P-27.6 Addition Of Rings And Ring Systems 332 (6)
To Fullerenes
P-27.7 Other Aspects Of Fullerene 338 (1)
Nomenclature
P-28 Ring Assemblies 339 (10)
P-28.0 Introduction 339 (1)
P-28.1 Definitions 339 (1)
P-28.2 Ring Assemblies Of Two Identical 340 (3)
Cyclic Systems
P-28.3 Unbranched Ring Assemblies Of Three 343 (2)
Through Six Identical Cyclic Systems
P-28.4 Ring Assemblies Composed Of 345 (2)
Identical Cyclic Systems Modified By
Skeletal Replacement ('a') Nomenclature
P-28.5 Ring Assembles Composed Of More Than 347 (1)
Six Identical Cyclic Systems
P-28.6 Branched Ring Assemblies Of 347 (2)
Identical Cyclic Systems
P-28.7 Ring Assemblies Of Non-Identical 349 (1)
Cyclic Systems
P-29 Prefixes Denoting Substituent Groups 349 (23)
Derived From Parent Hydrides
P-29.0 Introduction 350 (1)
P-29.1 Definitions 350 (2)
P-29.2 General Methodology For Naming 352 (1)
Substituent Groups Prefixes
P-29.3 Systematic Prefixes For Simple 353 (9)
Substituents Groups Derived From Saturated
Parent Hydrides
P-29.4 Compound Substituent Groups 362 (2)
P-29.5 Complex Substituent Groups 364 (1)
P-29.6 Retained Names For Prefixes Of 365 (7)
Simple Substituent Groups Derived From The
Parent Hydrides Described In Chapter P-2
Chapter P-3 Characteristic (Functional) And
Substituent Groups
P-30 Introduction 372 (1)
P-31 Modification Of The Degree Of 373 (27)
Hydrogenation Of Parent Hydrides
P-31.0 Introduction 373 (1)
P-31.1 The Endings 'Ene' Or 'Yne' 373 (17)
P-31.2 The Prefixes 'Hydro' And 'Dehydro' 390 (10)
P-32 Prefixes For Substituent Groups Derived 400 (7)
From Parent Hydrides With A Modified Degree
Of Hydrogenation
P-32.0 Introduction 400 (1)
P-32.1 Substituent Groups Derived From 400 (3)
Parent Hydrides With 'Ene' Or 'Yne' Endings
P-32.2 Substituent Groups Derived From 403 (2)
Parent Hydrides Modified By The Prefix
'Hydro'
P-32.3 Retained Names For Substituent 405 (1)
Groups Derived From Unsaturated Acyclic
Parent Hydrides
P-32.4 Retained Names For Substituent 405 (2)
Groups Derived From Partially Saturated
Polycyclic Parent Hydrides
P-33 Suffixes 407 (6)
P-33.0 Introduction 407 (1)
P-33.1 Definitions 407 (1)
P-33.2 Functional Suffixes 408 (4)
P-33.3 Cumulative Suffixes 412 (1)
P-34 Functional Parent Compounds 413 (8)
P-34.0 Introduction 413 (1)
P-34.1 Retained Functional Parent Compounds 414 (4)
P-34.2 Substituent Groups Related To 418 (3)
Functional Parent Compounds
P-35 Prefixes Corresponding To Characteristic 421 (7)
Groups
P-35.0 Introduction 421 (1)
P-35.1 General Methodology 422 (1)
P-35.2 Simple Prefixes Denoting 422 (3)
Characteristic Groups
P-35.3 Compound Substituent Prefixes 425 (1)
P-35.4 Complex Substituent Prefixes 426 (1)
P-35.5 Mixed Substituent Prefixes 427 (1)
Chapter P-4 Rules For Name Construction
P-40 Introduction 428 (1)
P-41 Seniority Order For Classes 428 (3)
P-42 Seniority Order For Acids 431 (5)
P-42.1 Class 7a. Acids Expressed By 432 (1)
Suffixes (Excludes Carbonic And
Polycarbonic Acids)
P-42.2 Class 7b. Carbon Acids With No 432 (1)
Substitutable Hydrogen Atoms
P-42.3 Class 7c. Noncarbon Acids Having 432 (1)
Substitutable Hydrogen Atoms On The Central
Atom
P-42.4 Class 7d. Noncarbon Acids Used To 433 (2)
Generate Derivatives Having Substitutable
Hydrogen Atoms
P-42.5 Class 7e. Other Monobasic 'Oxo' 435 (1)
Acids Used As Functional Parents
P-43 Seniority Order For Suffixes 436 (10)
P-43.0 Introduction 436 (1)
P-43.1 General Methodology Of Functional 436 (10)
Replacement
P-44 Seniority Order For Parent Structures 446 (69)
P-44.0 Introduction 447 (1)
P-44.1 Seniority Order For Parent Structures 447 (6)
P-44.2 Seniority Order Only For Rings And 453 (37)
Ring Systems
P-44.3 Seniority Of Acyclic Chains (The 490 (3)
Principal Chain)
P-44.4 Seniority Criteria Applicable To 493 (22)
Rings, Ring Systems, Or Acyclic Chains
P-45 Selection Of The Preferred IUPAC Name 515 (25)
P-45.0 Introduction 515 (1)
P-45.1 Multiplication Of Identical Senior 515 (2)
Parent Structures
P-45.2 Criteria Related To Number And 517 (11)
Location Of Substituent Groups
P-45.3 Criteria Related Only To 528 (1)
Substituents With Nonstandard Bonding
Numbers, Other Criteria Being Equal
P-45.4 Criteria Related Only To Isotopic 529 (2)
Modification, Other Criteria Being Equal
P-45.5 Criteria Related To Alphanumerical 531 (5)
Order Of Names
P-45.6 Criteria Related Only To 536 (4)
Configuration
P-46 The Principal Chain In Substituent Groups 540 (12)
P-46.0 Introduction 540 (1)
P-46.1 The Principal Substituent Chain 541 (8)
P-46.2 Principal Substituent Chains In 549 (1)
Isotopically Labeled Compounds
P-46.3 Principal Substituent Chains In 550 (2)
Compounds With Stereogenic Centers
Chapter P-5 Selecting Preferred IUPAC Names And
Constructing Names Of Organic Compounds
P-50 Introduction 552 (1)
P-51 Selecting The Preferred Type Of IUPAC 553 (18)
Nomenclature
P-51.0 Introduction 553 (1)
P-51.1 Selecting The Preferred Type Of 553 (2)
Nomenclature
P-51.2 Functional Class Nomenclature 555 (2)
P-51.3 Multiplicative Nomenclature 557 (6)
P-51.4 Skeletal Replacement ('a') 563 (7)
Nomenclature
P-51.5 Conjunctive Nomenclature vs. 570 (1)
Substitutive Nomenclature
P-52 Selecting Preferred IUPAC Names And 571 (25)
Preselected Names For Parent Hydrides
P-52.1 Selecting Preselected Names 572 (4)
P-52.2 Selecting Preferred IUPAC Names 576 (20)
P-53 Selecting Preferred Retained Names Of 596 (1)
Parent Hydrides
P-54 Selecting The Preferred Method For 597 (6)
Modifying The Degree Of Hydrogenation
P-54.1 Methods For Modifying The Degree Of 597 (1)
Hydrogenation Of Parent Hydrides:
P-54.2 Unsaturated Monocyclic Carbocycles 597 (1)
P-54.3 Unsaturation In Ring Assemblies 598 (1)
Composed Of Mancude And Saturated Rings
P-54.4 Names Modified By 'Hydro' Or 598 (5)
'Dehydro' Prefixes
P-55 Selecting The Preferred Retained Name 603 (1)
For Functional Parent Compounds
P-56 Selecting The Preferred Suffix For The 603 (3)
Principal Characteristic Group
P-56.1 The Suffix 'Peroxol' For -OOH 603 (1)
P-56.2 The Suffixes 'SO-Thioperoxol', And 604 (1)
Chalogen Analogues
P-56.3 The Suffixes 'Amidine' And 604 (1)
'Carboxamidine'
P-56.4 The Endings 'Diyl' And 'Ylidene' vs. 604 (2)
'Ylene'
P-57 Selecting Prefered And Preselected 606 (8)
Prefixes For Substituent Groups
P-57.1 Substituent Prefixes Derived From 606 (6)
Parent Hydrides
P-57.2 Prefixes Derived From Characteristic 612 (1)
(Functional) Groups
P-57.3 Prefixes Derived From Organic 612 (1)
Functional Parent Compounds
P-57.4 Construction Of Linear Compound 612 (2)
And/or Complex Substituent Prefixes.
P-58 Selecting Preferred IUPAC Names 614 (14)
P-58.1 Introduction. 614 (1)
P-58.2 Indicated Hydrogen, 'Added Indicated 615 (12)
Hydrogen', And Non-Detachable Hydro Prefixes
P-58.3 Homogeneous Hetero Chains And 627 (1)
Functional Groups
P-59 Name Construction 628 (20)
P-59.0 Introduction 628 (1)
P-59.1 General Methodology 628 (4)
P-59.2 Examples Illustrating The Methodology 632 (16)
Chapter P-6 Applications To Specific Classes Of
Compounds
P-60 Introduction 648 (1)
P-60.1 Topical Outline 648 (1)
P-60.2 Presentation Of Names 648 (1)
P-61 Substitutive Nomenclature: Prefix Mode 649 (18)
P-61.0 Introduction 649 (1)
P-61.1 General Methodology 650 (1)
P-61.2 Hydrocarbyl Groups And Corresponding 651 (5)
Di- And Polyvalent Groups
P-61.3 Halogen Compounds 656 (5)
P-61.4 Diazo Compounds 661 (1)
P-61.5 Nitro And Nitroso Compounds 662 (1)
P-61.6 Heterones 663 (1)
P-61.7 Azides 664 (1)
P-61.8 Isocyanates 664 (1)
P-61.9 Isocyanides 665 (1)
P-61.10 Fulminates And Isofulminates 666 (1)
P-61.11 Polyfunctional Compounds 666 (1)
P-62 Amines And Imines 667 (22)
P-62.0 Introduction 667 (1)
P-62.1 General Methodology 668 (1)
P-62.2 Amines 668 (14)
P-62.3 Imines 682 (3)
P-62.4 N-Substitution Of Amines And Imines 685 (1)
By Heteroatoms
P-62.5 Amine Oxides, Imine Oxides, And 685 (2)
Chalcogen Analogues
P-62.6 Amine And Imine Salts 687 (2)
P-63 Hydroxy Compounds, Ethers, Peroxols, 689 (31)
Peroxides, And Chalcogen Analogues
P-63.0 Introduction 689 (1)
P-63.1 Hydroxy Compounds And Chalcogen 690 (9)
Analogues
P-63.2 Ethers And Chalcogen Analogues 699 (8)
P-63.3 Peroxides And Chalcogen Analogues 707 (4)
P-63.4 Hydroperoxides (Peroxols) And 711 (2)
Chalcogen ** Analogues
P-63.5 Cyclic Ethers, Sulfides, Selenides, 713 (2)
And Tellurides
P-63.6 Sulfoxides And Sulfones 715 (1)
P-63.7 Polyfunctional Compounds 716 (3)
P-63.8 Salts Of Hydroxy Compounds, 719 (1)
Hydroperoxy Compounds And Their Chalcogen
Analogues
P-64 Ketones, Pseudoketones, Heterones, And 720 (24)
Chalcogen Analogues
P-64.0 Introduction 720 (1)
P-64.1 Definitions 720 (2)
P-64.2 Ketones 722 (10)
P-64.3 Pseudoketones 732 (2)
P-64.4 Heterones 734 (2)
P-64.5 Carbonyl Groups As Prefixes 736 (3)
P-64.6 Chalcogen Analogues Of Ketones, 739 (2)
Pseudoketones, And Heterones
P-64.7 Polyfunctional Ketones, 741 (2)
Pseudoketones And Heterones
P-64.8 Acyloins 743 (1)
P-65 Acids, Acyl Halides And Pseudohalides, 744 (95)
Salts, Esters, And Anhydrides
P-65.0 Introduction 744 (1)
P-65.1 Carboxylic Acids And Functional 745 (32)
Replacement Analogues
P-65.2 Carbonic, Cyanic, And Di- And 777 (11)
Polycarbonic Acids
P-65.3 Sulfonic Acids And Functional 788 (7)
Replacement Analogues
P-65.4 Acyl Groups As Substituent Groups 795 (1)
P-65.5 Acid Halides And Pseudohalides 796 (5)
P-65.6 Salts And Esters 801 (25)
P-65.7 Anhydrides And Their Analogues 826 (13)
P-66 Amides, Imides, Hydrazides, Nitriles, 839 (76)
Aldehydes, Their Chalcogen Analogues And
Derivatives
P-66.0 Introduction 839 (1)
P-66.1 Amides 839 (29)
P-66.2 Imides 868 (2)
P-66.3 Hydrazides 870 (10)
P-66.4 Amidines, Amidrazones, Hydrazidines, 880 (19)
And Amidoximes Amide Oximes)
P-66.5 Nitriles 899 (7)
P-66.6 Aldehydes 906 (9)
P-67 Mononuclear And Polynuclear Noncarbon 915 (49)
Acids And Their Functional Replacement
Analogues As Functional Parents For Naming
Organic Compounds
P-67.0 Introduction 915 (1)
P-67.1 Mononuclear Noncarbon Oxoacids 915 (33)
P-67.2 Di- And Polynuclear Noncarbon 948 (13)
Oxoacids
P-67.3 Substitutive Names And Functional 961 (3)
Class Names Of Polyacids
P-68 Nomenclature Of Organic Compounds Of The 964 (71)
Group 13, 14, 15, 16, And 17 Elements Not
Included In Sections P-62 Through P-67
P-68.0 Introduction 964 (1)
P-68.1 Nomenclature Of Compounds Of Group 965 (19)
13 Elements
P-68.2 Nomenclature Of Compounds Of Group 984 (8)
14 Elements
P-68.3 Nomenclature Of Compounds Of Group 992 (32)
15 Elements
P-68.4 Nomenclature Of Compounds Of Group 1024 (9)
16 Elements
P-68.5 Nomenclature Of Compounds Of Group 1033 (2)
17 Elements
P-69 Nomenclature Of Organometallic Compounds 1035 (13)
P-69.0 Introduction 1035 (1)
P-69.1 Organometallic Compounds Of Elements 1036 (1)
In Groups 13, 14, 15, And 16
P-69.2 Organometallic Compounds Of Elements 1036 (7)
In Groups 3 Through 12
P-69.3 Organometallic Compounds Of Elements 1043 (1)
In Groups 1 And 2
P-69.4 Metallacycles 1044 (2)
P-69.5 Order Of Seniority Order For 1046 (2)
Organometallic Compounds
Chapter P-7 Radicals, Ions, And Related Species
P-70 Introduction 1048 (3)
P-70.1 General Methodology 1048 (1)
P-70.2 Seniority Of Radicals And Ions 1048 (1)
P-70.3 Name Formation 1048 (2)
P-70.4 General Rules For The Selection Of 1050 (1)
Preferred Names
P-71 Radicals 1051 (14)
P-71.1 General Methodology 1051 (1)
P-71.2 Radicals Derived From Parent Hydrides 1051 (6)
P-71.3 Radical Centers On Characteristic 1057 (5)
Groups
P-71.4 Assemblies Of Parent Radicals 1062 (1)
P-71.5 Prefixes Denoting Radicals 1063 (1)
P-71.6 Order Of Citation And Seniority Of 1064 (1)
Suffixes 'Yl', 'Ylidene', And 'Ylidyne'
P-71.7 Choice Of Parent Radical 1064 (1)
P-72 Anions 1065 (17)
P-72.1 General Methodology 1065 (1)
P-72.2 Anions Formed By Removal Of Hydrons 1066 (8)
P-72.3 Anions Formed By Addition Of Hydride 1074 (2)
Ions
P-72.4 Skeletal Replacement ('a') 1076 (1)
Nomenclature
P-72.5 Multiple Anionic Centers 1077 (1)
P-72.6 Anionic Centers In Both Parent 1078 (2)
Compounds And Substituent Groups
P-72.7 Choice Of An Anionic Parent Structure 1080 (1)
P-72.8 The Suffixes 'Ide' And 'Uide' And 1081 (1)
The λ-Convention
P-73 Cations 1082 (26)
P-73.0 Introduction 1082 (1)
P-73.1 Cationic Compounds With Cationic 1082 (7)
Centers Derived Formally By Addition Of
Hydrons
P-73.2 Cationic Compounds With Cationic 1089 (6)
Centers Derived Formally By The Removal Of
Hydride Ions
P-73.3 The λ-Convention With The 1095 (3)
Suffix 'Ylium'
P-73.4 Skeletal Replacement ('a') 1098 (2)
Nomenclature For Cations
P-73.5 Cationic Compounds With Multiple 1100 (4)
Cationic Centers
P-73.6 Cationic Prefix Names 1104 (2)
P-73.7 Choice Of A Parent Structure 1106 (1)
P-73.8 The Suffixes 'Ium' vs. 'Ylium' And 1107 (1)
The λ-Convention
P-74 Zwitterions 1108 (13)
P-74.0 Introduction 1108 (1)
P-74.1 Zwitterionic Parent Structures 1108 (3)
Having The Anionic And Cationic Centers On
The Same Parent Compound Including Ionic
Centers On Characteristic Groups
Expressible As Suffixes
P-74.2 Dipolar Compounds 1111 (10)
P-75 Radical Ions 1121 (6)
P-75.1 Radical Ions Formed By The Addition 1122 (1)
Or Removal Of Electrons
P-75.2 Radical Ions Derived From Parent 1122 (3)
Hydrides
P-75.3 Radical Ions On Characteristic Groups 1125 (1)
P-75.4 Ionic And Radical Centers In 1126 (1)
Different Parent Structures
P-76 Delocalized Radicals And Ions 1127 (1)
P-76.1 Delocalization In Names Involving 1127 (1)
One Radical Or Ionic Center In An Otherwise
Conjugated Double Bonds Structure Is
Denoted By The Appropriate Suffix Without
Locants
P-77 Salts 1127 (3)
P-77.1 Preferred Names For Salts Of Organic 1127 (1)
Bases
P-77.2 Salts Derived From Alcohols 1128 (1)
(Including Phenols), Peroxols, And Their
Chalcogen Analogues
P-77.3 Salts Derived From Organic Acids 1129 (1)
Chapter P-8 Isotopically Modified Compounds 1130 (26)
P-80 Introduction 1130 (1)
P-81 Symbols And Definitions 1130 (1)
P-81.1 Nuclide Symbols 1130 (1)
P-81.2 Atomic Symbols 1130 (1)
P-81.3 Names For Hydrogen Atoms And Ions 1131 (1)
P-81.4 Isotopically Unmodified Compounds 1131 (1)
P-81.5 Isotopically Modified Compounds 1131 (1)
P-82 Isotopically Substituted Compounds 1131 (13)
P-82.0 Introduction 1132 (1)
P-82.1 Structures 1132 (1)
P-82.2 Names 1132 (5)
P-82.3 Order Of Nuclide Symbols 1137 (1)
P-82.4 Stereoisomeric Isotopically 1138 (2)
Substituted Compounds
P-82.5 Numbering 1140 (1)
P-82.6 Locants 1141 (3)
P-83 Isotopically Labeled Compounds 1144 (11)
P-83.1 Specifically Labeled Compounds 1145 (4)
P-83.2 Selectively Labeled Compounds 1149 (3)
P-83.3 Nonselectively Labeled Compounds 1152 (1)
P-83.4 Isotopically Deficient Compounds 1153 (1)
P-83.5 General And Uniform Labeling 1153 (2)
P-84 Comparative Examples Of Formulas And 1155 (1)
Names Of Isotopically Modified Compounds
Chapter 9 Specification Of Configuration And
Conformation
P-90 Introduction 1156 (1)
P-91 Stereoisomer Graphical Representation 1156 (6)
And Naming
P-91.1 Stereoisomer Graphical Representation 1157 (1)
P-92.2 Stereodescriptors 1157 (3)
P-91.3 Naming Of Stereoisomers 1160 (2)
P-92 Cip Priority And Sequence Rules 1162 (48)
P-92.1 The Cahn-Ingold-Prelog (CIP) System: 1162 (14)
General Methodology
P-92.2 Sequence Rule (1) 1176 (12)
P-92.3 Sequence Rule (2) 1188 (1)
P-92.4 Sequence Rule (3) 1189 (4)
P-92.5 Sequence Rule (4) 1193 (12)
P-92.6 Sequence Rule (5) 1205 (5)
P-93 Configuration Specification 1210 (76)
P-93.0 Introduction 1210 (1)
P-93.1 General Aspects Of Configuration 1210 (3)
Specification
P-93.2 Tetrahedral Configuration Of Atoms 1213 (4)
Other Than Carbon
P-93.3 Nontetrahedral Configuration 1217 (14)
P-93.4 Configuration Specification Of 1231 (9)
Acyclic Organic Compounds
P-93.5 Configuration Specification Of 1240 (42)
Cyclic Organic Compounds
P-93.6 Compounds Composed Of Rings And 1282 (4)
Chains
P-94 Conformation And Conformational 1286 (7)
Stereodescriptors
P-94.1 Definition 1286 (1)
P-94.2 Torsion Angle 1286 (3)
P-94.3 Specific Stereodescriptors 1289 (4)
Chapter 10 Parent Structures For Natural
Products And Related Compounds
P-100 Introduction 1293 (1)
P-101 Nomenclature For Natural Products Based 1294 (50)
On Parent Hydrides (Alkaloids, Teroids,
Terpenes, Carotenes, Corrinoids,
Tetrapyrroles, And Similar Compounds)
P-101.1 Biologically Based Trivial Names 1294 (1)
P-101.2 Semisystematic Nomenclature For 1295 (7)
Natural Products (Stereoparent Hydrides)
P-101.3 Skeletal Modifications Of Parent 1302 (15)
Structures
P-101.4 Replacement Of Skeletal Atoms 1317 (3)
P-101.5 Addition Of Rings And Ring Systems 1320 (7)
P-101.6 Modification Of The Degree Of 1327 (6)
Hydrogenation Of Parent Structures
P-101.7 Derivatives Of Parent Structures 1333 (8)
P-101.8 Further Aspects Of Configurational 1341 (3)
Specification
P-102 Carbohydrate Nomenclature 1344 (47)
P-102.1 Definitions 1344 (2)
P-102.2 Parent Monosaccharides 1346 (3)
P-102.3 Configurational Symbolism 1349 (6)
P-102.4 Choice Of A Parent Structure 1355 (1)
P-102.5 Monosaccharides: Aldoses And 1356 (27)
Ketoses; Deoxy And Amino Sugars
P-102.6 Monosaccharides And Derivatives As 1383 (5)
Substituent Groups
P-102.7 Disaccharides And Oligosaccharides 1388 (3)
P-103 Amino Acids And Peptides 1391 (23)
P-103.0 Introduction 1391 (1)
P-103.1 Names, Numbering And Configuration 1391 (8)
Specification Of Amino Acids
P-103.2 Derivatives Of Amino Acids 1399 (9)
P-103.3 Nomenclature Of Peptides 1408 (6)
P-104 Cyclitols 1414 (6)
P-104.0 Introduction 1414 (1)
P-104.1 Definitions 1414 (1)
P-104.2 Name Construction 1415 (3)
P-104.3 Derivatives Of Cyclitols 1418 (2)
P-105 Nucleosides 1420 (5)
P-105.0 Introduction 1420 (1)
P-105.1 Retained Names Of Nucleosides 1421 (1)
P-105.2 Substitution On Nucleosides 1422 (3)
P-106 Nucleotides 1425 (6)
P-106.0 Introduction 1425 (1)
P-106.1 Retained Names 1425 (1)
P-106.2 Nucleotide Diphosphates And 1426 (1)
Triphosphates
P-106.3 Derivatives Of Nucleotides 1427 (4)
P-107 Lipids 1431 (8)
P-107.0 Introduction 1431 (1)
P-107.1 Definitions 1432 (1)
P-107.2 Glycerides 1432 (1)
P-107.3 Phosphatidic Acids 1433 (3)
P-107.4 Glycolipids 1436 (3)
References 1439 (4)
Appendix 1 Seniority List Of Elements And 'a' 1443 (2)
Terms Used In Skeletal Replacement ('a')
Nomenclature, In Decreasing Order Of Seniority
Appendix 2 Detachable Prefixes Used In 1445 (70)
Substitutive Nomenclature
Appendix 3 Structures For Alkaloids, Steroids, 1515 (28)
Terpenoids And Similar Compounds Given In Table
10.1, P-101.2.7, Chapter 10
Subject Index 1543