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Organic chemistry notes 4

by: Savah Notetaker

Organic chemistry notes 4 CHEM 2535

Savah Notetaker
Virginia Tech

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About this Document

These notes cover newman projections, chair-chair interconversion, Asymmetric carbon and stereocenter, perspective formula and fischer projection, and isomers
Organic Chemistry
Jatinder Josan
Class Notes
isomers, asymmetric, carbon, chair-chair, fischer
25 ?




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This 7 page Class Notes was uploaded by Savah Notetaker on Monday September 19, 2016. The Class Notes belongs to CHEM 2535 at Virginia Polytechnic Institute and State University taught by Jatinder Josan in Summer 2016. Since its upload, it has received 3 views. For similar materials see Organic Chemistry in Chemistry at Virginia Polytechnic Institute and State University.


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Date Created: 09/19/16
Newman projector The eclipsed for has the most torsion strain Torsional: repulsion among electrons in different groups as they pass each other during bond  rotation Steric: repulsion between electrons in different groups, but cannot be lessened by bond rotation Angle: bond angles differ from ideal geometry With more C­C bonds, there is less strain such as cyclohexane. All C­H bonds are staggered  Twist boat is at the local energy minimum the diagram in chair­chair interconversion of  cyclohexane Compound name Asymmetric carbon Stereo center 3 groups present on given carbon All 4 groups must be different to be  asymmetric  How to draw enantiomers Perspective formulas 2 single lines: in plane Dashed line: back Solid wedge: front Fischer Projections Horizontal line: front Vertical line: back Intersection: asymmetric carbon Types of Isomers Identical compound can be determined if two compounds that are both S or R configure Constitutional isomer Stereoisomers Functional      Positional isomers  Diastereomers Enantomers Group (includes cis/trans Ex: CH C3 OH 2 Ex: CH C3 CH2CH C2 2 isomers) CH O3H 3             C3 CH2H 3 Fischer Molecules with multiple asymmetric carbons 2  possible stereoisomers n= # of asymmetric carbons Diastereomers Fischer projection, longest chain on vertical line, are in eclipsed conformations (2S, 3S)­ 3­ bromobutan­2­ol 2 asymmetric Centers: 3 stereoisomers (a meso compound and a pair of enantiomers) E­isomer (Epposite) Z­isomer (Zame)


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