JEE Main Chemistry question

ChemistryOrganic Chemistry - Some Basic Principles and TechniquesJEE Main

How many of the following compounds are optically inactive?

4-Hydroxyheptane, 2-iodobutane, 2,3-dibromopentane, 2-chloropropanoic acid, ethylidene chloride, ethylene dichloride, 2,3-dichlorobutane, 3-bromobut-1-ene, butan-1-ol, propan-2-ol

Answer: 6

Solution

A compound is optically inactive if it has no stereocentre, or if its stereocentres are arranged so that the molecule is superimposable on its mirror image (achiral/meso). 4-Hydroxyheptane (CH_3CH_2CH_2CH(OH)CH_2CH_2CH_3) has two identical propyl groups on its carbinol carbon — achiral. Ethylidene chloride

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Question ID VK-148374