Difference between revisions of "Functional class nomenclature"
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! Notes | ! Notes | ||
|- | |- | ||
| − | | R-5.3.1 | + | | [http://www.acdlabs.com/iupac/nomenclature/79/r79_730.htm C-103.1]<br/>R-5.3.1 |
| fluoride<br/>chloride<br/>bromide<br/>iodide | | fluoride<br/>chloride<br/>bromide<br/>iodide | ||
| | | | ||
| Line 29: | Line 29: | ||
| for amine oxides | | for amine oxides | ||
|- | |- | ||
| − | | R-5.5.1.1 | + | | [http://www.acdlabs.com/iupac/nomenclature/79/r79_202.htm C-201.3]<br/>R-5.5.1.1 |
| alcohol | | alcohol | ||
| − | | | + | | not used for phenols |
|- | |- | ||
| − | | | + | | [http://www.acdlabs.com/iupac/nomenclature/79/r79_390.htm C-511.5] |
| − | | | + | | hydrosulfide |
| − | | | + | | "mercaptan" is not recommended, but widely used |
|- | |- | ||
| − | | R-5.5.4.2 | + | | [http://www.acdlabs.com/iupac/nomenclature/79/r79_227.htm C-211.3]<br/>R-5.5.4.2 |
| ether<br/>sulfide<br/>selenide<br/>telluride | | ether<br/>sulfide<br/>selenide<br/>telluride | ||
| | | | ||
| Line 45: | Line 45: | ||
| functional modifier for oxiranes, added after name of alkene | | functional modifier for oxiranes, added after name of alkene | ||
|- | |- | ||
| − | | R-5.5.5 | + | | [http://www.acdlabs.com/iupac/nomenclature/79/r79_245.htm C-218]<br/>R-5.5.5 |
| hydroperoxide<br/>peroxide | | hydroperoxide<br/>peroxide | ||
| | | | ||
| Line 57: | Line 57: | ||
| | | | ||
|- | |- | ||
| − | | R-5.6.2.1 | + | | [http://www.acdlabs.com/iupac/nomenclature/79/r79_267.htm C-312.2]<br/>R-5.6.2.1 |
| ketone | | ketone | ||
| | | | ||
|- | |- | ||
| − | | R-5.6.4.1 | + | | [http://www.acdlabs.com/iupac/nomenclature/79/r79_298.htm C-331.1]<br/>R-5.6.4.1 |
| acetal<br/>ketal | | acetal<br/>ketal | ||
| and chalcogen analogues | | and chalcogen analogues | ||
| Line 69: | Line 69: | ||
| and chalcogen analogues | | and chalcogen analogues | ||
|- | |- | ||
| − | | R-5.6.6.1 | + | | [http://www.acdlabs.com/iupac/nomenclature/93/r93_469.htm R-5.6.6.1] |
| oxime | | oxime | ||
| functional modifier, added after name of carbonyl compound | | functional modifier, added after name of carbonyl compound | ||
|- | |- | ||
| − | | R-5.6.6.2 | + | | [http://www.acdlabs.com/iupac/nomenclature/79/r79_620.htm C-922.1]<br/>[http://www.acdlabs.com/iupac/nomenclature/93/r93_469.htm R-5.6.6.2] |
| hydrazone | | hydrazone | ||
| functional modifier, added after name of carbonyl compound | | functional modifier, added after name of carbonyl compound | ||
|- | |- | ||
| − | | R-5.6.6.3 | + | | [http://www.acdlabs.com/iupac/nomenclature/79/r79_623.htm C-923.1]<br/>[http://www.acdlabs.com/iupac/nomenclature/93/r93_469.htm R-5.6.6.3] |
| − | | azine | + | | [[azine]] |
| functional modifier, added after name of carbonyl compound | | functional modifier, added after name of carbonyl compound | ||
|- | |- | ||
| − | | R-5.6.6.4 | + | | [http://www.acdlabs.com/iupac/nomenclature/79/r79_676.htm C-982.1]<br/>[http://www.acdlabs.com/iupac/nomenclature/93/r93_469.htm R-5.6.6.4] |
| semicarbazone<br/>thiosemicarbazone<br/>selenosemicarbazone | | semicarbazone<br/>thiosemicarbazone<br/>selenosemicarbazone | ||
| functional modifier, added after name of carbonyl compound | | functional modifier, added after name of carbonyl compound | ||
|- | |- | ||
| − | | R-5.7.4.2 | + | | [http://www.acdlabs.com/iupac/nomenclature/79/r79_363.htm C-463]<br/>R-5.7.4.2 |
| ''see text'' | | ''see text'' | ||
| for esters use name of anion | | for esters use name of anion | ||
|- | |- | ||
| − | | R-5.7.6 | + | | [http://www.acdlabs.com/iupac/nomenclature/79/r79_380.htm C-481.1]<br/>R-5.7.6 |
| fluoride<br/>chloride<br/>bromide<br/>iodide | | fluoride<br/>chloride<br/>bromide<br/>iodide | ||
| functional modifiers for acyl halides, added after name of acyl group | | functional modifiers for acyl halides, added after name of acyl group | ||
|- | |- | ||
| − | | R-5.7.7.1 | + | | [http://www.acdlabs.com/iupac/nomenclature/79/r79_383.htm C-491]<br/>R-5.7.7.1 |
| anhydride | | anhydride | ||
| functional modifier, replaces "acid" for symmetrical acid anhydrides | | functional modifier, replaces "acid" for symmetrical acid anhydrides | ||
Latest revision as of 09:23, 2 July 2010
Functional class nomenclature, also called radicofunctional nomenclature, is a type of chemical nomenclature used for organic compounds.[1] It is similar in principle to the compositional nomenclature used for inorganic compounds.[2] Examples of functional class names include "methyl alcohol" and "acetic anhydride".[3]
Functional class nomenclature was once widely used for organic compounds, but it has steadily been superceded by substitutive nomenclature.[3] It remains the usual method of naming N-oxides and other N-chalcogenides, acid anhydrides, esters, and acyl halides and pseudohalides, and is often used for other functional classes such as azines, oximes, hydrazones, semicarbazones, carbohydrazones, acetals, and hemiacetals.[3]
| Rule | Class name | Notes |
|---|---|---|
| C-103.1 R-5.3.1 |
fluoride chloride bromide iodide |
|
| R-5.3.3.2 | oxide | for azoxy compounds |
| R-5.3.4 | azide | |
| R-5.4.3 | imine | functional modifier, added after name of carbonyl compound |
| R-5.4.5 | oxide | for amine oxides |
| C-201.3 R-5.5.1.1 |
alcohol | not used for phenols |
| C-511.5 | hydrosulfide | "mercaptan" is not recommended, but widely used |
| C-211.3 R-5.5.4.2 |
ether sulfide selenide telluride |
|
| R-5.5.4.4 | oxide | functional modifier for oxiranes, added after name of alkene |
| C-218 R-5.5.5 |
hydroperoxide peroxide |
|
| R-5.5.6 | hydropolysulfide polysulfide |
and chalcogen analogues; "poly" is replaced by "di", "tri" etc. |
| R-5.5.7 | sulfoxide sulfone selenoxide selenone |
|
| C-312.2 R-5.6.2.1 |
ketone | |
| C-331.1 R-5.6.4.1 |
acetal ketal |
and chalcogen analogues |
| R-5.6.4.2 | hemiacetal | and chalcogen analogues |
| R-5.6.6.1 | oxime | functional modifier, added after name of carbonyl compound |
| C-922.1 R-5.6.6.2 |
hydrazone | functional modifier, added after name of carbonyl compound |
| C-923.1 R-5.6.6.3 |
azine | functional modifier, added after name of carbonyl compound |
| C-982.1 R-5.6.6.4 |
semicarbazone thiosemicarbazone selenosemicarbazone |
functional modifier, added after name of carbonyl compound |
| C-463 R-5.7.4.2 |
see text | for esters use name of anion |
| C-481.1 R-5.7.6 |
fluoride chloride bromide iodide |
functional modifiers for acyl halides, added after name of acyl group |
| C-491 R-5.7.7.1 |
anhydride | functional modifier, replaces "acid" for symmetrical acid anhydrides |
| R-5.7.7.3 | thioanhydride | functional modifier, replaces "acid" for symmetrical acid thioanhydrides |
| R-5.7.9.1 | cyanide | |
| R-5.7.9.2 | isocyanide cyanate isocyanate fulminate thiocyanate isothiocyanate selenocyanate isoselenocyanate |
"isonitrile" and "carbylamine" have been used for isocyanide, but are not recommended |
| R-5.7.9.3 | oxide | functional modifier for nitrile oxides, added after name of nitrile |
| R-5.8.2 | cation | |
| R-5.8.3 | anion |
References
- ↑ A Guide to IUPAC Nomenclature of Organic Compounds; IUPAC Recommendations 1993; Blackwell Science: Oxford, 1993; pp 14–15. ISBN 0-632-03488-2, <http://www.acdlabs.com/iupac/nomenclature/>.
- ↑ Nomenclature of Inorganic Chemistry; IUPAC Recommendations 2005; Royal Society of Chemistry: Cambridge, 2005; pp 68–82. ISBN 0-85404-438-8, <http://www.iupac.org/publications/books/rbook/Red_Book_2005.pdf>.
- ↑ 3.0 3.1 3.2 Nomenclature of Organic Chemistry; IUPAC Provisional Recommendations 2004; IUPAC, 2004; pp 47–50, <http://old.iupac.org/reports/provisional/abstract04/favre_310305.html>.
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