Fused Ring and Bridged Fused Ring Nomenclature
(IUPAC Recommendations 1998)
Contents
FR-0.
Introduction
FR-1.
Definitions
1.1 Fusion
1.1.1
Ortho
-fused
1.1.2
Ortho
- and
peri
-fused
1.1.3 Fusion atom
1.1.4 Peripheral atom
1.1.5 Bridgehead atom
1.1.6 Interior atom
1.2 Fused ring system
1.2.1 Bridged fused ring system
1.2.2 Multiparent name
1.2.3 Multiplicative prefix name
1.3 Components of a fused ring system
1.3.1 Parent component
1.3.2 Attached component(s)
1.3.3 Interparent component(s)
1.4 Bridges
1.4.1 Simple bridge prefix
1.4.2 Composite bridge prefix
1.4.3 Bivalent bridge
1.4.4 Polyvalent bridge
1.4.5 Independent bridge
1.4.6 Dependent bridge
FR-2.
Ring Systems Used as Components
2.1 Hydrocarbon components
2.1.1 Monocyclic hydrocarbon components
2.1.2 Polyacene components
2.1.3 Polyaphene components
2.1.4 Polyalene components
2.1.5 Polyphenylene components
2.1.6 Polynaphthylene components
2.1.7 Polyhelicene components
2.1.8 Ace....ylene components
2.1.9 Trivially named hydrocarbon components
2.2 Heterocyclic components
2.2.1 Heteromonocyclic components
2.2.2 Heteranthrene components
2.2.3 Pheno....ine components
2.2.4 Diazanaphthalene and diazaphenanthrene components
2.2.5 Trivially named polycyclic, nitrogen-heterocyclic components
2.2.6 Components formed by replacement of nitrogen by arsenic or phosphorus
2.2.7 Trivially named polycyclic, chalcogen-heterocyclic components
2.2.8 Heterobicyclic components with a benzene ring
2.3 Priority order of component ring systems
2.4 Natural products and fullerenes
FR-3.
Construction of Fusion Names
3.1
Ortho
- or
ortho
- and
peri
-fused systems
3.2 Selection of components
3.3 Selection of parent component(s)
3.3.1 Order of preference between locations for parent components
3.4 Selection of attached component(s)
3.4.1 Order of preference between attached components
3.5 Heterobicyclic compounds with a benzene ring as a component
3.6 Order of citation of fusion prefixes
FR-4.
Fusion Descriptors
4.1 Identification of sides of parent components
4.2 Identification of sides of attached components
4.3 Fusion of a first-order attached component to the parent component
4.4 Fusion of a higher-order attached component to an attached component
4.5 Choice of locants
4.6 Omission of locants
4.6.1 Unnecessary locants
4.6.2 Locants of peripheral fusion carbon atoms of a component
4.7 Elision
4.8 Heteroatom locants of components
4.9 Treatment of identical attached components
4.9.1 Additional components attached to a system with a multiplicative prefix
4.9.2 Groups of identical components with identical fusion
FR-5.
Numbering
5.1 Drawing of fused ring system for orientation
5.1.1 Allowable shapes for component rings in the horizontal row
5.1.2 Allowable shapes for other component rings
5.1.3 Overlap of bonds
5.1.4 Overlap of rings
5.1.5 Distorted ring shapes
5.1.6 Fusion to an elongated bond
5.2 Orientation
5.3 Peripheral numbering
5.4 Order of preference between alternative numbering
5.5 Interior numbering
5.5.1 Heteroatoms
5.5.2 Carbon atoms
FR-6.
Multi-Parent Systems
6.1 Multi-parent systems with one interparent component
6.2 Additional attached components
6.3 Multi-parent systems with three or more interparent component
FR-7.
Three Components
ortho
- and
peri
-Fused Together
7.1 Use of replacement nomenclature
7.1.1 Use of less preferred hydrocarbon parent component
7.2 Use of bridging nomenclature
FR-8.
Bridged Fused Ring Systems
8.1 Procedure for naming bridged systems
8.1.1 Selection of bridge
8.1.2 Naming of
ortho
- or
ortho
- and
peri
-fused portion
8.1.3 Order of citation of bridges
8.2 Selection of fused ring system to be bridged
8.3 Naming of bridges
8.3.1 Simple bivalent bridges
8.3.2 Simple polyvalent bridges
8.3.3 Composite bridges
8.3.4 Elision
8.4 Naming of bridged fused ring systems
8.4.1 Order of citation of bridges
8.4.2 Attachment locants
8.4.3 Choice of attachment locants
8.4.4 Treatment of identical bridges
8.5 Bridged fused ring systems where replacement nomenclature is used
8.6 Numbering of bridge atoms
8.7 Order of numbering bridges
FR-9.
Indicated Hydrogen
9.1 Maximum number of non-cumulative double bonds
9.2 Localised double bonds
9.3 Citation of indicated hydrogen
9.3.1
Ortho
- or
ortho
- and
peri
-fused ring systems
9.3.2 Bridged systems
9.4 Partially hydrogenated fused ring stems
References
Appendix 1
. Hydrocarbon parent components in order of decreasing seniority
Appendix 2
. Heterocyclic parent components in order of decreasing seniority
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