Nomenclature of Organic Compound Exercise # 3

NOMENCLATURE OF ORGANIC COMPOUND Exercise # 3 [Matrix Match Type Questions] Part # I 1. Match the following the compounds of column I with column II. Column - I Column - II (A) CnH2n+2 (p) Alkynes (B) CnH2n (q) Alkenes (C) CnH2n–2 (r) Cyclohexane (D) C6H12 (s) Paraffins or alkanes 2. Match the following the compounds of column - I with column - II. Column - I Column - II (A) Wood spirit (p) 2-Butyne (B) Acetone (q) Trichloromethane (C) Dimethyl acetylene (r) Methanol (D) Chloroform (s) Propanone 3. Match column I with column II and select the correct answer from the given codes : Column - I Column - II (Compounds) (number of carbons in the bridges) 4. (A) (p) [3.2.1] (B) (q) [4.3.0] (C) (r) [4.4.0] (D) (s) [3.2.0] Match the column Column - I Structure Column - II Common name O (A) Me C (p) Caproic acid 1 (q) Carbinol 1 2 (r) Acetone Valeric acid Me 4 2 5 (B) Me (C) Me6 (D) CH3OH (s) (E) PhOH (t) (F) Malonic acid (u) COOH 3 5 3 4 COOH COOH COOH Carbolic acid 5. Match the column Column - I Compound (A) HO Vitamin D3 Me Amphetamine 6. (q) 2° alcohol A cockroach repellent found in cucumbers H (r) Triene (s) Aldehyde and ene Match the column Column - I Compound Me (A) Column - II Nature of H atoms Me Me 7. 1° amine O Me (C) (p) NH2 Ph (B) Column - II Containing all the functional groups Me Me Me Me (B) Me (C) Me (D) Me Me Me Me Me Me Me (A) Me Me OH Ph (B) (C) (q) 17 (1°H), 2(2° H), 2(3°H) (r) 12(1°H), 2(2°H), 2(3°H) (s) 15(1°H), 2(2° H), 1(3°H) Column - II Containing all the functional groups Ph O H2N 15 (1° H), 4(2° H), 1(3° H) Me Match the column Column - I Compound O (p) O NH O Me (p) ene and diester (q) Carboxylic acid, 1° amine, amide (r) Ester (s) 3° amine Aspartame O O Me N Demerol Me O O O Asynthetic cockroach repellent NOMENCLATURE OF ORGANIC COMPOUND 8. Match the column Column - I Compound (A) Column - II Structure C8H18 with only 1° H atom (p) Me (B) C6H12 with only 2° H atoms Me Me (q) Me Me (C) C6H12 with only 1° and 2° H atoms (r) (D) C8H14 and 12 secondary and 2 tertiary H atoms Me (s) Me Me [Comprehension Type Questions] Part # II Comprehension # 1 If the organic compound contains more than two similar terminal groups and all of them are directly attached to the principal chain, then none of them forms a part of the principal chain. Special suffixes are used to name these :Functional group Suffix ––CONH2 Carboxamide ––CN Carbonitrile –– CHO Carbaldehyde ––COOH Carboxylic acid Carbon atoms of these terminal groups are not counted in the principal chain. If any one of these terminal groups is not directly attached to the parent chain and forms the part of side chain, then the longest chain is selected containing two such similar groups at its two ends. The groups present in the side chain are treated as substituents and are indicated by suitable prefixes. Indicate whether the following IUPAC names are true (A) or false (B) COOH 1. HOOC CH2 CH CH2 COOH True (A) Propane-1, 2, 3-tricarboxylic acid False (B) CN 2. NC CH2 CH CH2 True (A) CN 3-cyanopentane-1, 5-dinitrile False (B) CH2COOH 3. HOOC CH2 CH CH2 COOH 3-(carboxymethyl)-1, 5-dioic acid True (A) False (B) CH 2CHO 4. OHC CH 2 CH CH 2 CHO 3-(formylmethyl)pentane-1, 5-dial True (A) False (B) CONH2 5. H2NOC CH2 CH CH2 CONH2 Propane-1, 2, 3-tricarboxamide True (A) False (B) Comprehension # 2 In addition to the standard ring systems (such as cyclohexane), cyclic compounds can also be bicyclic, tricyclic, etc. or they can be spirocyclic, bicyclic or bridge head carbons. The point of attachment of two rings are called bridge head atoms. The formal names of bicyclic and related ring systems are based on (A) Total number of atoms in the molecule. (B) The number of atoms in each bridge connecting the bridge head atoms. These numbers are written in square bracket in decreasing order. Spirocyclic compounds have two fused rings, but only bridge head atom. Spirocyclic compounds are named like bicyclic compounds, but have the prefix spirocyclo. Answer the following question : 1. What is the IUPAC name of the above compound ? (A) cyclo [1.2.2] heptane (C) Bicyclo [2.2.1] heptane 2. The number of atoms in each bridge are : (A) [3.2.1] 3. (B) [3.1.0] (C) [1.3.0] (D) [2.1.0] Select the correct statement about the following compounds : (A) It is a tricyclic compound (C) It is spiro compound 4. (B) Bicyclo [1.2.2] heptane (D) cyclo [2.2.1] heptane (B) It is bicyclo compound (D) Its IUPAC name is bicyclo [2.2.2] hexane Which of the following is the correct structure of bicyclo [1.1.0] butane? (A) (B) (C) CH2 CH2 CH2 CH2 (D) CH2 CH CH2 CH CH2 EXERCISE - 3 : PART # I 1. 2. 3. 4. 5. 6. 7. 8. A  (s) , B  (q, r), C  (p) , D  (q, r) A  (r) , B  (s) , C  (p) , D  (q) A  (q) , B  (r), C  (s) , D  (p) A  (r) , B (s), C  (p) , D  (q) , E  (u) , F  (t) A  (r, q) , B  (p), C  (s) A  (r) , B (p), C  (s) , D  (q) A  (q, r) , B  (r, s) , C  (p) A  (q) , B  (r), C  (s) , D  (p) PART # II Comprehension # 1 : 1. T 2. F 3. F 4. T Comprehension # 2 : 1. C 2. B 3. B 4. A 5. T