10.2 Organic Chemisry - Stereoisomers and Chirality

10.2 Organic Chemisry - Stereoisomers and Chirality -...

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GENERAL CHEMISTRY II CHEM-120 OVERVIEW OF ORGANIC CHEMISTRY STEREOISOMERS (CHIRALITY) Chapter 26.4 Lecture Notes 3 C H H H H CH 4 METHANE CH 2 Cl 2 Dichloromethane How many isomers do you expect for How many isomers do you expect for CH CH 2 Cl Cl 2 on the basis of a planar structure? on the basis of a planar structure? 1 2 3 4 0% 0% 0% 0% 1. 1 2. 2 3. 3 4. 4 :05 CH 2 Cl 2 Dichloromethane
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CH 2 Cl 2 Dichloromethane In fact dichloromethane exists as a single isomer How to explain this? How to explain this? H H H H C Tetrahedral structure 1848 LOUIS PASTEUR TARTARIC ACID RACEMIC ACID IDENTICAL IN EVERY WAY EXCEPT FOR THE ROTATION OF PLANE POLARIZED LIGHT Light POLARIMETER
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“Dextrorotatory” RACEMIC ACID No optical rotation ISOMERS THAT DIFFER ONLY IN THE WAY THE ATOMS ARE ARRANGED IN SPACE BUT NOT IN WHICH ATOMS ARE ATTACHED TO WHICH ARE CALLED STEREOISOMERS STEROISOMERS ENANTIOMERS: NON-SUPERIMPOSABLE MIRROR IMAGES A MOLECULE THAT CAN GIVE RISE TO A SET OF ENANTIOMERS IS SAID TO BE CHIRAL
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10.2 Organic Chemisry - Stereoisomers and Chirality -...

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