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What is the best term to describe the relationship between A and each of the other molecules?. Constitutional isomers? Conformations? Enantiomers? Diastereomers? Identical?. B. E. C. F. A. Are any of these molecules optically active?. D. G. same. The two dot structures
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What is the best term to describe the relationship between A and each of the other molecules? Constitutional isomers? Conformations? Enantiomers? Diastereomers? Identical? B E C F A Are any of these molecules optically active? D G
same The two dot structures for B are the same thing. When turned over, dots reverse! B E . . turn over turned over . . turned over . . . . . C F same . . . A turned over same same . . . Some structures (C,D,E) have to be turned over or they would have no dots (!) which is meaningless. D . . G turned over Dot Structures reveal which ones are the same molecule, but do not give conformations. Different conformations give the same dot structure.
ANSWERS A-C and E are all the same constitutional isomer, 1,3,5-trichloro- , but F is 1,2,4-trichloro- • F is a constitutional isomer to A and to any of the others. • A (e,e,a) and B (a,a,e) are conformations • A (e,e,a) and C (e,e,e) are diastereomers • A and D are diastereomers (D is a conformation of C) • A and E are diastereomers (E is identical to D, turned left-to-right) • A and G are identical (G is the same as A turned left-to-right) Only F is optically active, all the rest are meso molecules! [a]D = 0 [a]D = 0
Planes of Symmetry – Some of them have three planes of symmetry! B E . . turn over . . . . . . . C F . . . A no planes . . . D . . G All are meso except F