The structures for all of the stereoisomers of 1 , 2 , 3 , 4 , 5 , 6 -hexachlorocyclohexane are to be written, with meso forms and pair of enantiomers labeled. Also, the stereoisomer that undergoes slow E2 reactions is to be identified along with the reason is to be explained. Concept Introduction: Stereoisomers are isomers that have the same atoms but are arranged differently, that is, the same molecular formula but different structural formulae. Enantiomers are the stereoisomers having non-superimposable mirror images of each other. Enantiomers have same physical and chemical properties. A meso compound is a molecule that has a mirror image, and also has a plane of symmetry. E2 elimination reaction is one of the elimination processes which proceeds via one step mechanism, resulting in two products, also called bimolecular reaction. The order of the reaction is 2 and the rate depends on both the substrate and the base. In E2 elimination reaction an alkene is formed. In E2 reactions the two elimination reactions should be anti periplanar to each other.

Question

How many signals do you expect in the H NMR spectrum for this molecule? Br Br Write the answer below. Also, in each of the drawing areas below is a copy of the molecule, with Hs shown. In each copy, one of the H atoms is colored red. Highlight in red all other H atoms that would contribute to the same signal as the H already highlighted red. Note for advanced students: In this question, any multiplet is counted as one signal. Number of signals in the 'H NMR spectrum. For the molecule in the top drawing area, highlight in red any other H atoms that will contribute to the same signal as the H atom already highlighted red. If no other H atoms will contribute, check the box at right. No additional Hs to color in top molecule For the molecule in the bottom drawing area, highlight in red any other H atoms that will contribute to the same signal as the H atom already highlighted red. If no other H atoms will contribute, check the box at right. No additional Hs to color in bottom molecule

Answer 1

Question

Chapter FRP, Problem 29P

Interpretation Introduction

Interpretation:

The structures for all of the stereoisomers of 1,2,3,4,5,6-hexachlorocyclohexane are to be written, with meso forms and pair of enantiomers labeled. Also, the stereoisomer that undergoes slow E2 reactions is to be identified along with the reason is to be explained.

Concept Introduction:

Stereoisomers are isomers that have the same atoms but are arranged differently, that is, the same molecular formula but different structural formulae.

Enantiomers are the stereoisomers having non-superimposable mirror images of each other. Enantiomers have same physical and chemical properties.

A meso compound is a molecule that has a mirror image, and also has a plane of symmetry.

E2 elimination reaction is one of the elimination processes which proceeds via one step mechanism, resulting in two products, also called bimolecular reaction. The order of the reaction is 2 and the rate depends on both the substrate and the base. In E2 elimination reaction an alkene is formed. In E2 reactions the two elimination reactions should be anti periplanar to each other.

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