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Iit Chemistry IIT CHEMISTRY IUPAC NOMENCLATURE Physical & Inorganic Organic Chemistry NV Sir VKP Sir B.Tech. IIT Delhi M.Sc. IT-BHU NUCLEON IIT-JEE Be in Equilibrium with JEE A-475 Indra vihar, kota Ph. - 8209916365 (NV Sir) 9057586906(VKP Sir) NUCLEON IIT-JEE CLASSES FOR IIT-JEE IUPAC NOMENCLATURE Contents Topic Page No. Theory 01 - 04 Exercise - 1 05 - 23 Exercise - 2 24 - 35 Exercise - 3 35 - 36 Answer Key 37 - 42 Name : ____________________________ Contact No. __________________ A - 475 Indra Vihar , Kota IUPAC NOMENCLATURE KEY CONCEPTS Classification of organic compounds IUPAC Nomenclature : Groups : Atom or a group of atoms which possess any 'charge' on it or any 'free valency' are called as Groups. Alkyl group : When a hydrogen is removed from saturated hydrocarbon then alkyl group is formed. It is represented by R & its general formula is CnH2n + 1. A bond is vacant on alkyl group on which any functional group may come. CH4 H CH3 – Methyl CH3 – CH3 H CH3 – CH2 – Ethyl (a) C3H7 has following two isomers (i) Normal propyl CH3–CH2–CH2– (ii) Isopropyl (1-methyl ethyl) CH 3–CH– CH3 (b) C4H9 has following four structures : (i) n-butyl H3C–CH2–CH2–CH2– (ii) Iso butyl (2-methyl propyl) CH 3–CH–CH2– CH3 Physical & Inorganic By Organic Chemistry By A-475 Indra vihar, kota NV Sir VKP Sir IUPAC NOMENCLATURE # 1 Ph. - 8209916365 (NV Sir) 9057586906(VKP Sir) B.Tech. IIT Delhi M.Sc. IT-BHU (iii) Secondary butyl (1-methyl propyl) CH 3–CH2–CH– CH3 CH3 (iv) Tertiary butyl (1,1-dimethyl ethyl) CH3–C– CH3 Alkenyl group : CH2 = CH – Ethenyl CH2 = CH – CH2 – Propenyal CH3 – CH = CH – Propenyl(1-propenyl) CH 3–C=CH2 Isopropenyl (1-methyl-1-ethenyl) C Alkynyl group : CH C– Ethynyl Retained Name : Normal group : (a) It is represented by 'n'. (b) Straight chain of carbon atom is known as normal group. (c) Free bond will come either on 1st carbon atom or on last carbon atom. n-butyl C–C–C–C– n-propyl C–C–C– Iso group : It is represented by following structure C–C– C Neo group : (a) When two methyl group are attached to second last carbon atom group is named as neo group. (b) It is represented by following structure - For eg. Neo pentyl Physical & Inorganic By Organic Chemistry By A-475 Indra vihar, kota NV Sir VKP Sir IUPAC NOMENCLATURE # 2 Ph. - 8209916365 (NV Sir) 9057586906(VKP Sir) B.Tech. IIT Delhi M.Sc. IT-BHU ALLOTMENT OF IUPAC NOMENCLATURE Table : The Word Root of Unbranched Alkanes Number of Name Carbon Atoms 1 Methane 2 Ethane 3 Propane 4 Butane 5 Pentane 6 Hexane 7 Heptane 8 Octane 9 Nonane 10 Decane 11 Undecane 12 Dodecane 13 Tridecane 14 Tetradecane 15 Pentadecane 16 Hexadecane 17 Heptadecane 18 Octadecane 19 Nonadecane 20 Eicosane 21 Heneicosane 22 Docosane 23 Tricosane 30 Triacontane 31 Hentriacontane 40 Tetracontane 50 Pentacontane 60 Hexacontane 70 Heptacontane 80 Octacontane 90 Nonacontane 100 Centane or Hectane Physical & Inorganic By Organic Chemistry By A-475 Indra vihar, kota NV Sir VKP Sir IUPAC NOMENCLATURE # 3 Ph. - 8209916365 (NV Sir) 9057586906(VKP Sir) B.Tech. IIT Delhi M.Sc. IT-BHU Rules for Naming the compound having poly functional groups : - If any organic compound possess more than one functional group, then functional group of highest priority is taken in longest chain along with maximum number of substituents. The priority order of the final groups is as under Table : Functional Groups in decreasing order of seniority Class Name Suffix Prefix + ammonio – – ammonium (R4N ) 1. Cations ------------------- + phosphonio – – phosphonium (R4P ) + sulphonio – – sulphonium (R3S ) 2. R – COOH Alkanoic Acid – oic Acid (carboxylic acid) Carboxy 3. – sulphonic Acid sulpho R – SO3H Alkane sulphonic Acid 4. R – C – O – C – R Alkanoic Anhydride – anhydride ------------ || || O O 5. R – COOR Alkyl Alkanoate – alkanoate (carboxylate) Alkoxy carbonyl 6. R – C – X – oyl halide (carbonyl halide) || Alkanoyl halide halo carbonyl O 7. R – C – NH 2 – amide (carboxamide) || Alkanamide Carbamoyl O – nitrile (carbonitrile) cyano 8. R – C N Alkanenitrile 9. R – C – H Alkanal – al (carbaldehyde) formyl || O 10. R – C – R Alkanone – one Oxo / Keto || O 11. Alkanol R – OH – ol hydroxy 12. R – SH Alkanethiol – thiol mercapto Alkanamine – amine amino 13. R – NH2 Physical & Inorganic By Organic Chemistry By A-475 Indra vihar, kota NV Sir VKP Sir IUPAC NOMENCLATURE # 4 Ph. - 8209916365 (NV Sir) 9057586906(VKP Sir) B.Tech. IIT Delhi M.Sc. IT-BHU PART - I : SUBJECTIVE QUESTIONS Section (A) : Fundamental of Organic Chemistry A-1. Write the number of and bonds in the following molecules. CH3 (a) (b) OH (c) N– CH3 A-2. What is the nature of marked carbon atom in the following compounds. (a) (b) (c) A-3. Find the number of 1°, 2° & 3° hydrogen atoms in the following compounds (a) (b) CH3–CH2–CH3 (c) CH3–CH2–CH2–CH3 A-4. Draw formulae for the first four members of each homologous series begining with the following. (a) H–COOH (b) H–CH=CH2 (c) A-5. Find the hybridization state of each carbon atoms in following compound. CH2 = C = CH – CH2 – C C – CH2 – NH2 A-6. Calculate the molecular weight of the lowest hydrocarbon which contains sp & sp2 hybridised carbon atoms only. A-7 Write the total number of bonds in the following compounds. (a) (b) (c) Section (B) : Classification and General Rules of IUPAC Nomenclature B-1. Classify the following compounds as homocyclic, heterocyclic, alicyclic, aromatic, saturated and unsaturated. (a) (b) (c) (d) B-2. Indicate the following as 1°, 2° and 3° amines. CH3 NH N (a) (b) (c) (d) N– CH3 Physical & Inorganic By Organic Chemistry By A-475 Indra vihar, kota NV Sir VKP Sir IUPAC NOMENCLATURE # 5 Ph. - 8209916365 (NV Sir) 9057586906(VKP Sir) B.Tech. IIT Delhi M.Sc. IT-BHU B-3. Indicate the following as 1°, 2° and 3° alcohol. (a) (b) (c) B-4. Write the common name of the following alkyl groups. (a) (b) (c) (d) –CH2–CH3 (e) CH3–CH2–CH2– B-5. Write the priority order of given functional groups. –COOH, –CN, –CHO, –OH, –COCH3, –NH2 Section (C) : IUPAC-Nomenclature of Alkane C-1. Write IUPAC name of the following compounds : (a) (b) (c) (d) C-2. Write IUPAC name of the following Me Me (i) Me (ii) Me (iii) (iv) C-3. Write the IUPAC name of following compounds (i) (ii) C-4. Write IUPAC name of the following compounds:- (a) (b) (c) Physical & Inorganic By Organic Chemistry By A-475 Indra vihar, kota NV Sir VKP Sir IUPAC NOMENCLATURE # 6 Ph. - 8209916365 (NV Sir) 9057586906(VKP Sir) B.Tech. IIT Delhi M.Sc. IT-BHU C-5. Write the correct IUPAC name of the following compounds. CH3 | (i) (ii) CH3 — CH2 — CH2 — CH2 — CH2 — CH — C — CH2CH3 | | CH3 CH2 — CH2 — CH3 (iii) Section (D) : IUPAC-Nomenclature of Alkene & Alkyne D-1. Write the general formula of alkenes. Give common and IUPAC names of first three members. D-2. Write the general formula of alkynes. Give common and IUPAC names of first three members. D-3. Write IUPAC name of the following :- (i) (CH3)3 C – CH = CH2 (ii) CH2 = CH – CH = CH2 CH3 CH3 CH –CH –CH –C–CH –C=CH (iii) 3 2 2 2 2 (iv) CH3 D-4. Write the IUPAC name of the following compounds:- CH3 CH2 – CH 3 CH3 – – CH – CH – CH– – CH – CH – CH = C – CH (a) CH3 – CH2 – – CH = CH – CH2 – CH3 (b) 3 2 3 – CH2 – CH2 – CH – CH3 – CH3 D-5. Draw the bond line structures of the following compounds. (a) 2-Methylhept-3-ene (b) 2,6-Dimethylhepta-1, 5-diene D-6. Write IUPAC name of the following (i) (ii) (iii) D-7. Write the IUPAC name of the following compounds:- (a) CH3 – – C C – CH3 (b) (c) D-8. Write IUPAC name of the following (i) (ii) CH3–CH=CH–C CH (iii) CH C–CH2–CH = CH2 (iv) CH2=CH–CC–CH3 Physical & Inorganic By Organic Chemistry By A-475 Indra vihar, kota NV Sir VKP Sir IUPAC NOMENCLATURE # 7 Ph. - 8209916365 (NV Sir) 9057586906(VKP Sir) B.Tech. IIT Delhi M.Sc. IT-BHU Section (E) : IUPAC-Nomenclature of Cyclic Compounds E-1. Write correct IUPAC name of the following (i) (ii) (iii) (iv) E-2. Write the correct IUPAC name of the following compounds. (a) (b) (c) (d) E-3. Write the correct IUPAC name of the following compounds. CH3 CH (a) 3 (b) (c) E-4. Write structures of the following IUPAC name. (i) 3-Methylcyclohexene (ii) 1, 3-Dicyclopentyl propane (iii) 1-Methyl-4-propylcyclohexane (iv) 2-Ethyl-1,1-dimethylcyclopentane E-5. Write the IUPAC name of the following (i) (ii) (iii) (iv) E-6. Write IUPAC names of the following hydrocarbon (use common naming for hydrocarbon groups.) (a) (b) (c) (d) E-7. Identify the parent chain in the following compounds as ring or side chain. (a) (b) (c) (d) (e) (f) Physical & Inorganic By Organic Chemistry By A-475 Indra vihar, kota NV Sir VKP Sir IUPAC NOMENCLATURE # 8 Ph. - 8209916365 (NV Sir) 9057586906(VKP Sir) B.Tech. IIT Delhi M.Sc. IT-BHU Section (F) : IUPAC of Functional groups F-1. Write the correct IUPAC name of the following compounds. CH = CH – COCH 3 OH OH (a) (b) CH2 – CH – CH 2 – CH 3 (c) (CH3)3COH (d) F-2. Write the correct IUPAC name of the following compounds. Cl CH3 F | | | (a) (b) CH3 CH CH2 CH CH CH2 CH3 | Br (c) (d) F-3. Write IUPAC names of following ethers : (a) (b) (c) (d) Section (G) : IUPAC of Functional groups ( ) G-1.
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