\section{Chemical nomenclature: Prefixes and suffixes} \subsection{Numerical prefixes} \begin{table}[H] \centering \begin{tabular}{lll} \toprule Prefix & Number & Example \\ \midrule mono- & 1 & Monoxide, monohydrate \\ di- & 2 & Dioxide, dichloride \\ tri- & 3 & Trichloride, trioxide \\ tetra- & 4 & Tetrachloride, tetrahedral \\ penta- & 5 & Pentoxide, pentane \\ hexa- & 6 & Hexane, hexafluoride \\ hepta- & 7 & Heptane, heptoxide \\ octa- & 8 & Octane, octahedron \\ nona- & 9 & Nonane, nonoxide \\ deca- & 10 & Decane, decahydrate \\ undeca- & 11 & Undecane \\ dodeca- & 12 & Dodecane, dodecahedron \\ \bottomrule \end{tabular} \end{table} \subsection{Hydrocarbon chain prefixes} \begin{table}[H] \centering \begin{tabular}{llll} \toprule Prefix & \# Carbons & Root Word & Example \\ \midrule meth- & 1 & Methane & Methanol, methyl \\ eth- & 2 & Ethane & Ethanol, ethyl \\ prop- & 3 & Propane & Propanol, propyl \\ but- & 4 & Butane & Butanol, butyl \\ pent- & 5 & Pentane & Pentanol, pentyl \\ hex- & 6 & Hexane & Hexanol, hexyl \\ hept- & 7 & Heptane & Heptanol, heptyl \\ oct- & 8 & Octane & Octanol, octyl \\ non- & 9 & Nonane & Nonanol, nonyl \\ dec- & 10 & Decane & Decanol, decyl \\ \bottomrule \end{tabular} \end{table} \subsection{Structural and positional prefixes} \begin{longtable}{p{2.5cm}p{5cm}p{5.5cm}} \toprule Prefix & Meaning & Example \\ \midrule \endfirsthead \toprule Prefix & Meaning & Example \\ \midrule \endhead iso- & Branched (methyl on penultimate carbon) & Isopropanol, isobutane \\ neo- & New, highly branched & Neopentane \\ sec- & Secondary (2$^\circ$, attached to 2 carbons) & sec-Butanol \\ tert- & Tertiary (3$^\circ$, attached to 3 carbons) & tert-Butanol \\ cyclo- & Cyclic/ring structure & Cyclohexane, cyclopropane \\ ortho- (o-) & Adjacent positions on benzene (1,2) & o-Xylene, o-cresol \\ meta- (m-) & Separated by one carbon on benzene (1,3) & m-Xylene \\ para- (p-) & Opposite positions on benzene (1,4) & p-Xylene, p-cresol \\ cis- & Same side (geometric isomer) & cis-2-Butene \\ trans- & Opposite sides (geometric isomer) & trans-2-Butene \\ \bottomrule \end{longtable} \subsection{Halogen prefixes} \begin{table}[H] \centering \begin{tabular}{lll} \toprule Prefix & Halogen & Example \\ \midrule fluoro- & Fluorine (F) & Fluoromethane, fluorobenzene \\ chloro- & Chlorine (Cl) & Chloroform, chlorobenzene \\ bromo- & Bromine (Br) & Bromoethane, bromobenzene \\ iodo- & Iodine (I) & Iodoform, iodobenzene \\ \bottomrule \end{tabular} \end{table} \subsection{Other common prefixes} \begin{longtable}{p{2.5cm}p{5cm}p{5.5cm}} \toprule Prefix & Meaning & Example \\ \midrule \endfirsthead \toprule Prefix & Meaning & Example \\ \midrule \endhead per- & Maximum/complete & Perchloric acid, peroxide \\ hypo- & Less than normal oxidation state & Hypochlorous acid \\ thio- & Sulfur replacing oxygen & Thiosulfate, thiol \\ oxy- & Oxygen in compound & Oxytocin \\ nitro- & \ce{-NO2} group & Nitrobenzene, nitroglycerin \\ nitroso- & \ce{-NO} group & Nitrosobenzene \\ amino- & \ce{-NH2} group & Aminobenzoic acid \\ hydroxy- & \ce{-OH} group & Hydroxybenzoic acid \\ oxo- & \ce{=O} group (ketone/aldehyde) & Oxoacid \\ carb- & Carbon & Carbide, carbon \\ cyan- & \ce{-CN} group & Cyanide, cyanohydrin \\ acet- & Related to acetic acid/acetyl & Acetate, acetone, acetyl \\ form- & Related to formic acid/formyl & Formate, formaldehyde \\ benz- & Related to benzene & Benzyl, benzoyl, benzoic \\ phenyl- & \ce{C6H5-} group & Phenylamine (aniline) \\ vinyl- & \ce{CH2=CH-} group & Vinyl chloride \\ allyl- & \ce{CH2=CH-CH2-} group & Allyl alcohol \\ \bottomrule \end{longtable} \subsection{Functional group suffixes} \begin{longtable}{p{2.5cm}p{4cm}p{6.5cm}} \toprule Suffix & Functional Group & Example \\ \midrule \endfirsthead \toprule Suffix & Functional Group & Example \\ \midrule \endhead -ane & Alkane (single bonds) & Methane, ethane, propane \\ -ene & Alkene (double bond) & Ethene (ethylene), propene \\ -yne & Alkyne (triple bond) & Ethyne (acetylene), propyne \\ -yl & Alkyl group (substituent) & Methyl, ethyl, propyl \\ -ol & Alcohol (\ce{-OH}) & Methanol, ethanol, phenol \\ -al & Aldehyde (\ce{-CHO}) & Methanal (formaldehyde), ethanal \\ -one & Ketone (\ce{C=O}) & Acetone (propanone), butanone \\ -oic acid & Carboxylic acid (\ce{-COOH}) and Ethanoic acid (acetic acid) \\ -oate & Ester (\ce{-COO-}) & Ethyl acetate (ethyl ethanoate) \\ -amide & Amide (\ce{-CONH2}) & Acetamide, formamide \\ -amine & Amine (\ce{-NH2}) & Methylamine, ethylamine \\ -nitrile & Nitrile (\ce{-CN}) & Acetonitrile, propionitrile \\ -ether & Ether (\ce{-O-}) & Diethyl ether \\ -thiol & Thiol (\ce{-SH}) & Ethanethiol, methanethiol \\ -ate & Salt of acid & Sulfate, nitrate, acetate \\ -ite & Salt of -ous acid & Sulfite, nitrite \\ -ide & Binary compound/ion & Chloride, oxide, sulfide \\ \bottomrule \end{longtable} \subsection{Acid nomenclature patterns} \begin{table}[H] \centering \begin{tabular}{llll} \toprule Oxidation State & Acid Name & Salt Name & Example \\ \midrule Highest & per-...-ic acid & per-...-ate & Perchloric acid/perchlorate \\ High & -ic acid & -ate & Sulfuric acid/sulfate \\ Low & -ous acid & -ite & Sulfurous acid/sulfite \\ Lowest & hypo-...-ous acid & hypo-...-ite & Hypochlorous acid/hypochlorite \\ \bottomrule \end{tabular} \end{table} \textbf{Examples:} \begin{itemize} \item \ce{HClO4} - Perchloric acid $\rightarrow$ Perchlorate (\ce{ClO4-}) \item \ce{HClO3} - Chloric acid $\rightarrow$ Chlorate (\ce{ClO3-}) \item \ce{HClO2} - Chlorous acid $\rightarrow$ Chlorite (\ce{ClO2-}) \item \ce{HClO} - Hypochlorous acid $\rightarrow$ Hypochlorite (\ce{ClO-}) \end{itemize}