Functional Group

A functional group is a section of a compound that is classified as a specific group of bound atoms. Functional groups help determine the reactions and connections that a compound may engage in.

Functional Groups of Organic Compounds:

Accessory molecules

Key characteristics of functional groups include: having consistent chemical properties and their atoms are linked to by covalent bonds. They behave as special accessory molecules which bind to organic compounds. The arrangement of a functional group makes it possible to predict how a new compound will react.

Characteristic Properties:

Specific groups of atoms

The bonding of other elements with carbon and hydrogen forms characteristic functional groups. Specific groups of atoms determine properties of a compound which are either chemical or physical. Chemical properties are used to characterize materials in reactions that change their identity. Physical properties are used to characterize matter and energy and their interactions.

The unique properties of an organic compound depend not only on its carbon skeleton but also on the atoms that are attached to the skeleton. In an organic molecule, the groups of atoms that usually participate in chemical reactions are called functional groups.

Functional Group Structure:
GRAPHIC
Functional Group Distinguishing Feature
Table of Functional Groups:
GRAPHIC
Table of Functional Groups, several groups not complete list

Hydrocarbons Functional Groups

Chemical Name

Group

Formula

Prefix

Suffix

Example

Structural Formula

Alkanes Alkane group R-CH3 Alkyl- -ane Ethane CH3CH3
Alkenes Alkene group R-CH=CH2 Alkenyl- -ene Propene CH3CH=CH2
Alkynes Alkyne group R-C≡CH Alkynyl- -yne Butyne CH3C≡CH
Cycloalkanes Cycloalkane group CnH2n (n = number of carbon atoms) Cycloalkyl- -ane Cyclohexane (CH2)6
Aromatic hydrocarbons Aromatic group Ar (Ar = aromatic ring) Phenyl- - Benzene C6H6

Oxygen Functional Groups

Chemical Name

Group

Formula

Prefix

Suffix

Example

Structural Formula

Alcohols Hydroxyl ROH Hydroxy- -ol Ethanol CH3CH2OH
Aldehydes Aldehyde RCHO - -al Formaldehyde HCHO
Ketones Ketone R2C=O - -one Acetone CH3COCH3
Carboxylic acids Carboxyl RCOOH - -oic acid Acetic acid CH3COOH
Esters Carboxylate ester RCOOR' Alkyl/aryl- -oate Ethyl acetate CH3COOCH2CH3
Acid chlorides Acyl chloride RCOCl - -oyl chloride Acetyl chloride CH3COCl
Acid anhydrides Acyl anhydride (RCO)2O - -oic anhydride Acetic anhydride (CH3CO)2O
Ethers Ether R-O-R' Alkoxy- -ether Dimethyl ether (CH3)2O
Epoxides Oxirane O-CH2-CH2-O - -oxirane Ethylene oxide CH2CH2O
Peroxides Peroxide R-O-O-R' Alkyl/aryl- -peroxide Hydrogen peroxide H2O2
Thiols Thiol R-SH Mercapto- -thiol Ethanethiol CH3CH2SH
Sulfides Thioether R-S-R' Alkyl/aryl- -sulfide Dimethyl sulfide (CH3)2S
Sulfoxides Sulfoxide R-S(=O)-R' - -sulfoxide Dimethyl sulfoxide (CH3)2SO
Sulfones Sulfone R-S(=O)2-R' - -sulfone Dimethyl sulfone (CH3)2SO2
Acyl halides Acyl halide RCOX - -oyl halide Acetyl chloride CH3COCl
Carboxylic acid salts Carboxylate RCOOR' Alkyl/aryl- -oate Sodium acetate CH3COONa
Amides Carboxamide RCO-NH2 - -amide Acetamide CH3CONH2
Nitro compounds Nitro R-NO2 Nitro- -nitro Nitrobenzene C6H5NO2
Phenols Phenolic hydroxyl Ar-OH (Ar = aromatic ring) Hydroxy- -ol Phenol C6H5OH

Nitrogen Functional Groups

Chemical Name

Group

Formula

Prefix

Suffix

Example

Structural Formula

Amines Amino group R-NH2 Amino- -amine Ethylamine CH3CH2NH2
Amides Carboxamide group RCO-NH2 - -amide Acetamide CH3CONH2
Nitriles Cyanide group RC≡N - -nitrile Acetonitrile CH3CN
Nitro compounds Nitro group R-NO2 Nitro- -nitro Nitrobenzene C6H5NO2
Azides Azide group R-N3 Azido- -azide Phenyl azide C6H5N3
Imines Imine group R2C=NR' - -imine Methylamine CH3NHCH3
Pyridines Pyridine group C5H5N - -pyridine Pyridine C5H5N
Quaternary ammonium salts Quaternary ammonium group R4N+ - -onium Tetraethylammonium bromide (C2H5)4NBr
Hydrazines Hydrazine group N2H4 - -hydrazine Hydrazine N2H4
Oximes Oxime group R-C=N-OH - -oxime Acetoxime CH3C=N-OH
Imides Imide group R-CO-NH-CO-R' - -imide Succinimide C4H5NO2
Hydrazones Hydrazone group R-C=N-NH-R' - -hydrazone Phenylhydrazine C6H5NHNH2
Azo compounds Azo group R-N=N-R' Azo- -azo Azobenzene C6H5N=NPh
Nitroso compounds Nitroso group R-NO Nitroso- -nitroso Nitrosobenzene C6H5NO
Isocyanates Isocyanate group R-N=C=O Isocyanato- -isocyanate Methyl isocyanate CH3NCO
Isocyanides Isocyanide group R-N≡C - -isocyanide Phenyl isocyanide C6H5NC
Pyrimidines Pyrimidine group C4H4N2 - -pyrimidine Pyrimidine C4H4N2
Pyrazines Pyrazine group C4H4N2 - -pyrazine Pyrazine C4H4N2
Pyridazines Pyridazine group C4H4N2 - -pyridazine Pyridazine C4H4N2

Sulfur Functional Groups

Chemical Name

Group

Formula

Prefix

Suffix

Example

Structural Formula

Thiols Sulfhydryl group R-SH Mercapto- -thiol Ethanethiol CH3-CH2-SH
Sulfides Thioether group R-S-R' Alkylthio- -sulfide Dimethyl sulfide CH3-S-CH3
Sulfoxides Sulfinyl group R-S(=O)-R' Alkylsulfinyl- -sulfoxide Dimethyl sulfoxide CH3-S(=O)-CH3
Sulfones Sulfonyl group R-S(=O)2-R' Alkylsulfonyl- -sulfone Diphenyl sulfone C6H5-S(=O)2-C6H5
Sulfonic acids Sulfonic acid group R-S(=O)2-OH Alkanesulfonyl- -sulfonic acid Methanesulfonic acid CH3-S(=O)2-OH
Sulfonyl halides Sulfonyl halide group R-S(=O)2-X Alkanesulfonyl- -sulfonyl halide Methanesulfonyl chloride CH3-S(=O)2-Cl
Thiocyanates Thiocyanate group R-S-C≡N Alkylthiocyanato- -thiocyanate Ethyl thiocyanate CH3CH2-S-C≡N
Sulfonic esters Sulfonate group R-S(=O)2-O-R' Alkanesulfonyloxy- -sulfonate Methyl sulfonate CH3-S(=O)2-O-CH3
Thiosulfates Thiosulfate group R-S(=O)2-O-S-R' Alkanethiosulfonyloxy- -thiosulfate Ethyl thiosulfate CH3CH2-S(=O)2-O-CH2CH3

Phosphorus Functional Groups

Chemical Name

Group

Formula

Prefix

Suffix

Example

Structural Formula

Phosphines Phosphino group R3P Phosphino- -phosphine Tributylphosphine (C4H9)3P
Phosphates Phosphate group RO4P Alkyl/aryl- -phosphate Dimethyl phosphate (CH3O)2PO
Phosphonates Phosphonate group RO3P Alkyl/aryl- -phosphonate Dimethyl phosphonate (CH3O)PO2
Phosphoric esters Phosphate ester group RO3P Alkyl/aryl- -phosphate Diethyl phosphate (C2H5O)2PO
Phosphonothioates Phosphonothioate group RO2PSR' Alkyl/aryl- -phosphonothioate Dimethyl phosphonothioate (CH3O)PSCH3
Phosphinic acids Phosphinic acid group R2PO2H Alkyl/aryl- -phosphinic acid Dimethyl phosphinic acid (CH3O)2POH
Phosphonodithioates Phosphonodithioate group RO2PS2R' Alkyl/aryl- -phosphonodithioate Dimethyl phosphonodithioate (CH3O)PS2CH3
Phosphoric amides Phosphoric amide group RO2PNR'R'' Alkyl/aryl- -phosphoric amide Dimethyl phosphoric amide (CH3O)2P(NH2)

Halogen Functional Groups

Chemical Name

Group

Formula

Prefix

Suffix

Example

Structural Formula

Alkyl halides Haloalkanes R-X None -ane Chloromethane CH3-Cl
Alkene halides Haloalkenes R2C=CHX None -ene 1,2-Dichloroethene ClHC=CHCl
Alkyne halides Haloalkynes RC≡CX None -yne 2-Bromo-1-pentyne BrCH2CH2C≡CH
Aryl halides Haloarenes Ar-X None -aryl Chlorobenzene Cl-C6H5
Acyl halides Haloacyl compounds R-CO-X None -oyl halide Acetyl chloride CH3CO-Cl
Alcohol halides Haloalcohols RO-X None -ol 2-Chloroethanol Cl-CH2CH2-OH
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