Question

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Consider 3,5 -dibromoheptane. On the templates below, fill in the atoms (H and Br) needed to draw all possible stereoisomers.

Refer to your drawings by the numbers given to answer the following.

a) Do any of these molecules have a plane of symmetry? If so, which ones?

b) Are any of these molecules optically active? If so, which ones?

c) Are any of these molecules equivalent? If so, which ones?

d) Identify a pair of enantiomers.

f) Identify a pair of diastereomers.

Answer 1

Solution 3.

Plane of symmeny Soln. Plane of symmeby H BY H BY BY H BY H ( 35,5R) (55, 3R) (L) super imposable Mixeur images 1 (Identical) equivalent Diastereoisomers diastereoisomes (3R,5R) (1) (35,55) [] Enantiomers (non super imposable Mirror imaces) @ I and I have plane of symmetry, aho have two chiral unter. loe. Meso compounds. qI tand) 0 chival moleculen are optically active, having nonsuperimposable minor images ive. II, IV © Yes I f I are equivalent because Meso compounds (navino Superimposable Mirror images). 0 Il to have non super imposable mirrerimapes of each other known as enantiomers, (both pairs are diastereo somers (oneconfipurahon 7 is change, other remain same) lor I & II; 2 = LorI