Explain optical activity of 2-chlorobutane.
Q.14 Explain optical activity of 2-chlorobutane.
Q.14 Explain optical activity of 2-chlorobutane.
Best answer
Answer: 2-Chlorobutane, CH3–C*H(Cl)–CH2–CH3, has a chiral carbon (C-2) bonded to four different groups: –H, –Cl, –CH3 and –C2H5. Hence the molecule has no plane of symmetry and its mirror image is not superimposable on it.
[Figure described: two tetrahedral structures drawn as mirror images, each with C at the centre carrying H, Cl, CH3 and C2H5; the mirror between them.]
So 2-chlorobutane exists as a pair of enantiomers. One rotates plane-polarised light to the right (dextrorotatory, (+)) and the other to the left by the same angle (laevorotatory, (–)). An equimolar mixture of the two is a racemic mixture (±), which is optically inactive due to external compensation.
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