JEE Main Chemistry question

ChemistryOrganic Chemistry - Some Basic Principles and TechniquesJEE Main

How many of the following compounds exhibit stereoisomerism (geometric or optical): (i) 2-hydroxypropanoic acid, (ii) 2-methylbut-1-ene, (iii) butane-2,3-diol, (iv) 3-methylbutanoic acid, (v) 3-methylbut-1-ene, (vi) 2,3-dichlorobutane, (vii) 2-bromo-3-methylpentane, (viii) 2-methylbutanoic acid?

Answer: 5

Solution

(i) Lactic acid has a stereocentre (–OH, –COOH, –CH₃, –H) — chiral. (ii) 2-Methylbut-1-ene's double bond carries two identical H's on one end — no geometric isomerism, and no stereocentre elsewhere. (iii) Butane-2,3-diol has two stereocentres (d/l/meso) — stereoisomeric. (iv) 3-Methylbutanoic acid has no stereocentre

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Question ID VK-140476