Functional Group Priority IUPAC Nomenclature, Organic Chemistry If more than one functional group co-exist in the same compound, IUPAC directs the following functional group priorities. Priority 1 Structure Name Carboxylic Acid Nomenclature Drop “e” at the end of alkane and replace with “oic acid“ Example Propane -> Propanoic acid, octane -> octanoic acid Name as Substituent dioic acid (2 carboxylic acid), tricarboxyl acid (3 carboxylic acid). Example hexanedioic acid. 2-Hydroxypropane-1,2,3-tricarboxylic acid (citric acid) 2 Ester Drop “e” at the end of alkane and replace it with “oate“ butane -> butanoate, decane -> decanoate alkoxycarbonyl- e.g. methoxycarbonyl, ethoxycarbonyl, etc… 2-(Methoxycarbonyl)butanoic acid 3 Acid halide or Acyl halide Drop “e” at the end of alkane and replace it with “oyl halide“ pentane -> pentanoyl chloride, butane -> butanoyl bromide halocarbonyl- Methyl 4-(chlorocarbonyl)benzoate 4 Amide Drop “e” at the end of alkane and replace it with “amide“ pentane -> pentanamide, hexane -> hexanamide carbamoyl- 4-carbamoyl-5-methylhexanoic acid 5 Aldehyde Drop “e” at the end of alkane and replace it with “al“ ethane -> ethanal (acetaldehyde), heptane -> heptanal oxo- 7-oxooctanoic acid 6 Ketone Drop “e” at the end of alkane and replace it with “one“ propane -> propanone, pentane -> 2-pentanone oxo- 5-oxononanoic acid 7 Alcohol Drop “e” at the end of alkane and replace it with “ol“ hexane -> hexanol, butane -> butanol hydroxy- 3-hydroxypentanal 8 Amine Drop “e” at the end of alkane and replace it with “amine“ octane -> octan-5-amine, propane -> propan-2-amine amino- (S)-2-Aminopentan-1-ol 9 Alkene Drop “ane” at the end of alkane and replace it with “ene“ heptane -> heptene alkenyl – (e.g. ethenyl, propenyl) 1-(3-Butenyl)cyclohexene 10 Alkyne Drop “ane” at the end of alkane and replace it with “yne“ pentane -> pentyne, octane -> octyne alkynyl – (e.g. ethynyl, propynyl) 1-ethynylcyclohex-1-ene N/A Alkoxy (substituent) (substituent naming), drop “ane” at the end of alkane and replace it with “oxy” for substituent (substituent naming), ethane -> ethoxybutane (the shorter chain is the substituent for ether) alkoxy- (e.g. propanoxy, butanoxy) (R)-2-ethoxy-propan-1-ol N/A halide (substituent) N/A N/A Drop “ine” at the end of halogen and replace it with “o“ fluorine -> fluoro, chlorine -> chloro, bromine -> bromo, iodine -> iodo. 1-bromopentane N/A Alkyl (substituent) N/A N/A Drop “ane” at the end of alkane and replace it with “yl“ methane -> methyl, ethane -> ethyl. Propylcyclohexane