Friday, November 8, 2013

Stereochemistry

Organic Chemistry, Review of Stereochemistry, Prof. Robert Batey, rapscallion 1 Chiral Compounds Stereogenic centres: we will be in particular concerned with stereogenic carbon atoms. Consider an sp3 hybridized carbon which has four contrastive substituents on it. It is can exist in two contrary 3-dimensional arrangements that ar related to each separate as non-superimposible reverberate images. These two different compounds atomic number 18 say to be enantiomers, and are an example of stereoisomerism. c enantiomorph 1 d C b a mirror To induce ourselves that they are therefore different, consider rotating enantiomer 2 rough the axis a b C c enantiomorph 2 d axis b a C c d rotate by 180° d c C b a which we can redraw as: b d C c a b d C c a d c C b a Enantiomer 1 Enantiomer 2 notice how that although the dCa groups can be superimposed, this leaves the b and the c groups swapped round in the two enantiomers, i.e. they are different compounds Organic Chemistry, Review of Stereochemistry, Prof. Robert Batey, Page 2 Drawing Chiral Compounds c d C b a is equivalent to b d C c a (since the wedged and dash bonds are perpendicular to the plane of the paper) To localize down a 3-D sense, practice rotating molecules all around bonds or other axes.
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For example, each of the following structures are the aforesaid(prenominal) enantiomer, they just differ in their orientation on the scamp (for each step a rotation about a bond or axis has occurred). (The use of molecular models is in particular helpful !!!) c d C b c C d a b a b d C c a c b C d a a c C b d d c C c a C d b a b a b d! c C a b b a C c d d b C c a d c C b d C c a Question: For each step, what was the axis of rotation, and the purl and direction (clockwise/counterclockwise) of the rotation? Organic Chemistry, Review of Stereochemistry, Prof. Robert Batey, Page 3 Cahn Ingold Prelog congregation Rank groups on the stereogenic centre as 1 = highest, 2, 3, 4 (lowest, usually H) using the following rules...If you want to keep up a full essay, order it on our website: OrderCustomPaper.com

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