Faculty of Biotechnology Organic Chemistry Chapter 2 Dr. M. Abd-Elhakeem The nomenclature of organic molecules started with common or traditional name depending mainly on the origin in the history of the science or the natural sources of the compound. But the relationship of these names to each other is arbitrary, and no rational or systematic principles. NH2 OH Aniline Phenol O COOH Benzoic acid CH3 CH3 CH3 Xylene Acetophenone Naphthalene CH3 Toluene OCH 3 Anisole O H3C O acetaldehyde H3C H OH O H O formaldehyde H H3C acetic acid OH H3C CH3 methanol HC H3C OH Acetone ethanol CH Acetylene The IUPAC nomenclature of organic chemistry is a systematic method of naming organic chemical compounds as recommended by the International Union of Pure and Applied Chemistry (IUPAC). every possible organic compound should have a name according to a number of rules 1- The name of organic molecule is divided in to two parts Number of carbon atom Function group FUNCTIONAL GROUP – atom or group of atoms which gives an organic compound its characteristic chemical properties. First part Second part No of carbon atoms Function group 1. meth 2. eth 3.prop 4. but 5. pent 6.hex 7.hept 8. oct 9. non 10. dec In case of cyclic form add firstly cyclo- Alkane Alkene Alkyne Alcohol Aldehyde Ketone Acid Substitution ane ene yne anol anal anone anoic yl H3C H2C CH3 OH Propene Propanol H3C COOH propanoic acid 2- Put the lowest number that indicate the position of function group. H3C H3C H3C O CH3 3-pentanone CH3 2-pentyne HO CH3 2-butanol 3- In case of branched chain (this means there is one principle chain or parent chain and substitutions) A-The tallest chain is the parent B- Substitution must take the lowest number CH3 CH3 H3C H3C CH3 2-methylpentane CH3 CH3 2,4-dimethylpentane The main chain (or parent chain) must include the functional group and so may not necessarily be the longest chain. C- In case of more than one substitution the substituents with alphabetical priority has the lowest numbering D- Write name in alphabetical order 4- In case of presence of halogens (Cl, F, Br, I) write the name of the halogen (Chloro, Floro, Iodo, Bromo) CH3 CH3 1-ethyl-3-methylcyclohexane CH3 H3C Cl CH3 CH3 2-chloro-4-methylpentane CH3 1,3-dimethylcyclohexane 5- In Case of presence of two function groups. A- In case of alkane chain and alkene chain the alkene is the parent B- Alkane – cyclo alkane the larger is the parent C- Alkane, Alkene, alkyne – benzene the Benzene is the parent D- Benzene – any other group than the alkane, alkene, and alkyne Benzene is the substitution and called phenyl. OH CH3 4-phenylbutan-2-ol order of group priority is alkane – alkene- alkyne – amine – alcohol – ketone – aldehyde - acid H3C HO H2N CH3 2-aminobutan-1-ol COOH OH 3-hydroxy-pentanoic acid Mono-substituents: CH3 methylbenzene Di-substituents Br COOH Br Br NO 2 Br 1,2-dibromobenzene o-dibromobenzene Br 1,3-dibromobenzene m-dibromobenzene Br 1,4-dibromobenzene 2-nitrobenzoic acid p-dibromobenzene o-nitrobenzoic acid O Cl Cl OH Cl NH2 1,3,5-trichlorobenzene 3-aminobenzoic acid CH3 F 1-fluoro-3-methylbenzene CH3 OH CH3 4,4-dimethylcyclohexanol CH2CH2C(OH)(CH3)2 2-methyl-4-phenyl-2-butanol A primary carbon has one other C directly bonded to it. A secondary carbon is directly bonded to two other C’s. A tertiary carbon is directly bonded to three other C’s. Multivalent atoms are 1º, 2º, or 3º by bonding to C’s. Univalent atom or group not really 1º, 2º, or 3º on its own - ID depends on type of carbon it is bonded to.