lecture 13 F08 given - Lecture 13 Organic Chemistry I Prof....

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Organic Chemistry I 310/318M Pre-Health Professionals Unique numbers: 54410, 54435, 54440, 54445, and 54655 Prof. Jonathan L. Sessler Lecture 13 Note: Homework 3 due next Wednesday Note: Exam 1 is next Thursday evening; it will cover chapts. 1-3, inclusive Note: Recitation will go an extra 30 minutes (until 6:30 pm Monday; Wel 1.308). Also, Candace will arrive at the recitation 30 minutes early on Tuesday night.
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Challenge Questions about Chirality • Can one have chirality without stereogenic centers? • Can you find an achiral molecule without an internal mirror plane? •Can you think of a compound with two chiral centers that is achiral?
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Challenge Questions for students - Possible Answers Challenge 1: Chirality without asymmetric carbon. Possible answers: NO 2 CO 2 H CO 2 H NO 2 O 2 N HO 2 C HO 2 C O 2 N NO 2 CO 2 H NO 2 CO 2 H not the same rotate 90 deg. mirror mirror image Note: Only one of 3 possible rotations shown. Confirm to your satisfaction that using either of the other two perpendicular “skewers” gives the same answer.
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Possible answer: Br Br Cl Cl Br Br Cl Cl Br Br Cl Cl same rotate 180 deg. mirror mirror image Challenge 2: Achirality without plane of symmetry. Challenge Questions for students - Possible Answers
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Challenge 3: Find an example where the presence of 2 stereogenic centers can lead to achirality. Anti conformer
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lecture 13 F08 given - Lecture 13 Organic Chemistry I Prof....

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