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7XWRULDO²10
Optical Isomerism : Chiral Compounds with Chiral Carbons, Chirality in Cyclic Compounds, Resolution,
Racemization, Number of Optical Isomers, Conformers in Cyclic Compounds
1. Draw structures of all stereoisomers of the compound 4-chloro-2-pentene and select pairs of enantiomer and diastereomers.
2. Draw all possible structures of chloro bromo cyclopropane and label them as optically active, if any.
3. Between the two conformational isomers of cyclohexane, i.e., chair and boat forms, which one is more stable and why ?
4. (2R, 3R)-2, 3-butanediol is
5. (i) In each of the following molecules, indicate the presence of a centre of chirality with an asterisk (*)
(d) (e)
(ii) Star (*) each asymmetric carbon atom in the following structure :
(c) (d)
10. Among chair, boat and twist boat conformers of cyclohexane, stability order is
(a) chair > boat > twist boat (b) chair > twist boat > boat
(c) boat > chair > twist boat (d) twist boat > boat > chair
11. Isopentane, (CH3)2CH.CH2.CH3 can form four isomeric monochloro derivatives. How many of these are optically active ?
(a) 1 (b) 2 (c) 3 (d) 4
12. Out of the following which are chiral
Answer Key
4. (a)
5. (ii) There are three asymmetric carbons, marked with asterisks.
1. The (CHOH) carbon of the side chain is asymmetric. Its four substituents are the ring, a hydrogen atom, a hydroxyl group,
and a methyl group.
11. (b)
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