Lecture-6-Chirality.pdf - CHEM 8A Lectures 6 7 CHIRALITY...

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CHEM 8A Lectures 6 & 7 CHIRALITY Stereoisomers Stereoisomers = compounds having the same molecular formula and connectivity, but different 3D arrangements of atoms . A pair of stereoisomers are non-superimposable on each other. A compound is said to be chiral (asymmetric) if its mirror image is not superimposable on the original image. Consider the following compounds and their mirror images. Are they superimposable? Chiral Centers A carbon atom is chiral if it has four different groups / substituents. How many chiral centers are in each biomolecule below? o Indicate each chiral center with a star (*). O OH HO N NH O O Deoxythymidine HN OH N H HO 2 C HO 2 C CO 2 H Isodomoic acid H Isodihydrohistrionicotoxin β -Pinene A carbon atom is chiral if its mirror images are non-superimposable . IS IT CHIRAL? Draw mirror images of the following tetrahedral carbon atoms. H C H H 3 C Cl H C CH 3 Br Cl Cl C H 3 C Br H
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CHEM 8A Lectures 6 & 7 Is a compound chiral? This is a different question than “does the compound have chiral centers?”
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