tb9 - Chavter 9 Stereochemist~ For the following questions...

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a. R b. S c. a d. [a]v Answer: d Chavter 9 - Stereochemist~ For the following questions MATCH each definition to a term from the list below. Place the letter of the term in the blank to the left of the definition. a. b. c. d. racemates chirality center chirality diastereomers enantiomers f. meso compounds g. optically active h. prochirality center i. optically inactive j. achiral e. 1. - describesorganicmoleculeswhichrotateplane-polarizedlight. Answer: g 2. - is the property of "handedness"; the property of an object that causes it to be nonsuperimposable on its mirror image. Answer: c 3. - arestereoisomers thatarenotmirrorimages. Answer: d 4. - is an atom in a molecule that is bonded to four different atoms or groups of atoms. Answer: b 5. - are molecules which contain chirality centers and a plane of symmetry. Answer: f 6. - describes an Sp3 -hybridized atom that can become a chirality center by changing one of its attached groups. Answer: h 7. The specific rotation of a compound is denoted by the symbol: Chapter 9: Stereochemistry 68
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Place asterisks at all the chirality centers in each molecule below. 8. COOH HO OH prostacyclin Answer: COOH HO OH 9. H HO/ H codiene Answer: Test Items for McMurry's Organic Chemistry. Seventh Edition 69
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70 9 . Stereochemistry Chapter. 10. ()f[ d'r:, ephedrine Answer: ()f[ d1:, 11. () ~f[5F~ )=(~ S NH:2 N b CII3 () f[ eephalexin COz Answer: () CJI5~~ )=*( * ~ s NH:2 N b CII3 () C~f[ 12. CII3 beta met has one
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Answer: CH3 13. thromboxane A2 OH Answer: OH Assign R, S configurations to each indicated chirality center in the molecules below. HO ~ 14' O~-H I CH2NH2 ~ HO norepinephrine 16. H:~KH HO C02H tartaric acid 14. The configuration of this carbon atom is - . Answer: R 15. The configuration of this carbon atom is -' Answer: S Test Items for McMurry's Organic Chemistry, Seventh Edition 15. ~ fOOH H2N/'''''CH3 H alanine 0 17' ~ H 18. H CH3 H2~/ CHz dihydrocarvone 71
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16. The configuration of this carbon atom is -' Answer: R 17. The configuration of this carbon atom is - .
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This note was uploaded on 10/10/2011 for the course CHEMISTRY CHM2046 taught by Professor Johnston during the Spring '11 term at University of South Florida.

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tb9 - Chavter 9 Stereochemist~ For the following questions...

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