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Functional groups Priorities By Dr. Seham ALTERARY Functional Group Precedence in IUPAC nomenclature When two or more functional groups are present in a molecule, that group highest in the table is used as the parent (suffix) in the IUPAC name and all others are cited as substituents (prefixes). Function Group Name Formula Prefix Priority Order Suffix Group Type Group A Functionl groups Named by Prefix or Suffix 1- Carboxyl -COOH carboxy- -oic acid 2- Ester -COOR R-oxycarbonyl- -R-oate 3- Aldehyde -CHO Formyl- -al 4- Ketone >C=O oxo- -one 5- Alcohol -OH 6- Amines -NH2 hydroxyAmino- -ol -amine Function Group Name Formula Prefix Suffix Priority Order 7- Alkene C 8- Alkyne C Substituents Formula Prefix Suffix 9- Alkyl R- Alkyl- ---------- 10- Alkoxy RO- Alkoxy- ---------- 11- Halogen FClBrI- FluoroChloroBromoIodo- C C --- -ene --- -yne Group Type Group B Function al groups Named by Suffix only Group Type Group C Function al groups Named by Prefix only list of important functional groups arranged in decreasing priority order. Carboxylic acids R-COOH Highest Priority Priority Order Least Priority Acid anhydride Ester Acid halide Amide Aldehyde R-COOCO-R R-COO-R’ R-CO-X R-CO-NH-R’ R-CHO Ketones Alcohols Amines Ethers Alkene Alkyne R-CO-R’ Alkyl halide Alkane R-X R-H R-OH R-NH2 R-O-R’ >C=C< >C≡C< Nomenclature of multifunctional compounds O 8 1 3 2 7 1 2 4 5 O 6 6-Benzyl-2-octanone 4 3 4-tertbutoxy-1-cyclohexene Cl 4 3 OH 2 1 4 1 3 3-Benzyl-2-chloro-pent-4-en-1-ol 2 O 4-phenylcyclohexanal 5 O 2 HO O 3 4 6 1 O 5 4 O 2 3 1 O 5 3-formyl-5-methylbenzoicacid Methyl-3-oxohexanoate H CHO O 5 O 4 2 OH 3 OH 2- formyl benzoic acid 1 OH 1,3- dihydroxypent-4-yn-2-one 4 O 1 O 3 NH2 2 Ethyl-3-aminobutanoate H2N O 3-aminocyclohexenone NH2 OH 1 4 4 3 2 H 2N O 3 2 O 5 1 2-Amino-3,3-dimethyl-butanal 3-Amino-2-isopropyl-pentanoic acid