FUNCTIONAL GROUPS IN ORGANIC CHEMISTRY Functional groups are the characteristic groups in organic molecules that give them their reactivity. In the formulae below, R represents the rest of the molecule and X represents any halogen atom. Hydrocarbons H H R1 C C R2 Halogen-containing groups R1 C H H ALKANE Naming: -ane e.g. ethane R4 ALKENE Naming: -ene e.g. ethene R X ACYL HALIDE Naming: -oyl halide e.g. ethanoyl chloride R N C R1 ESTER Naming: -yl -oate e.g. ethyl ethanoate N O NITROSO OR2 R1 C IMINE O O S R1 R2 R2 SULFOXIDE Naming: sulfoxide e.g. dimethyl sulfoxide Ci Naming: -yne e.g. ethyne R1 O e.g. ethanimine SULFONE Naming: sulfone e.g. dimethyl sulfone R2 ETHER Naming: -oxy -ane e.g. methoxyethane Sulfur-containing groups R OH ARENE HALOALKANE ALCOHOL ALDEHYDE e.g. ethyl benzene e.g. chloroethane e.g. ethanol e.g. ethanal Naming: -yl benzene R1 C N R2 O IMIDE e.g. succinimide O R OH SULFINIC ACID Naming: -sulfinic acid e.g. benzenesulfinic acid R2 C R3 R4 EPOXIDE Naming: -ene oxide e.g. ethene oxide R N N+ R3 Naming: -imide S O N– AZIDE Naming: halo- R1 N R3 R2 AMINE Naming: -amine e.g. ethanamine R O C N CYANATE Naming: -yl azide Naming: -yl cyanate O O S R OH O O S R2 O R1 SULFONIC ACID SULFONATE ESTER e.g. phenylazide Naming: -sulfonic acid e.g. methyl cyanate Naming: -yl sulfonate e.g. benzenesulfonic acid e.g. methylmethanesulfonate Naming: -ol C R R C NH2 Naming: -amide e.g. ethanamide N C O R O N+ e.g. ethyl nitrate N R2 ISOCYANATE AZO COMPOUND e.g. methyl isocyanate e.g. azoethane Naming: -yl isocyanate R S C N THIOCYANATE Naming: thiocyanate e.g. ethyl thiocyanate Naming: azo- R N C R2 R C OH CARBOXYLIC ACID e.g. propanone e.g. ethanoic acid Naming: -one R Naming: -yl nitrate N C O KETONE S ISOTHIOCYANATE Naming: isothiocyanate e.g. ethyl isothiocyanate N O O– NITRATE R1 R1 O Naming: -oic acid R1 O C C O R2 ACID ANHYDRIDE Naming: -oic anhydride e.g. ethanoic anhydride O O AMIDE R H Naming: -al O Phosphorus-containing groups O R X R R1 R2 O R1 ALKYNE O Naming: -imine e.g. nitrosoethane C R2 R3 Naming: nitroso- S R1 C O O C C Nitrogen-containing groups O R2 R3 Oxygen-containing groups R C N O NITRITE NITRILE Naming: -yl nitrite Naming: -nitrile e.g. ethyl nitrite R e.g. ethanenitrile SH R1 THIOL Naming: -thiol S R2 SULFIDE Naming: sulfide e.g. methanethiol e.g. dimethyl sulfide S S C C R R1 H THIAL Naming: -thial e.g. ethanethial R2 THIOKETONE Naming: -thione e.g. propanethione © Andy Brunning/Compound Interest 2020 - www.compoundchem.com | Twitter: @compoundchem | FB: www.facebook.com/compoundchem This graphic is shared under a Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 licence. R N+ O– NITRO Naming: nitro- e.g. nitromethane R1 S R2 S DISULFIDE Naming: disulfide e.g. dimethyl disulfide R1 P R3 R2 PHOSPHINE Naming: phosphane e.g. methylphosphane BY NC ND