Chapter 2, Problem 2.3E

10. Stereochemistry. Assign R/S stereochemistry for the chiral center indicated on the following compound. In order to recieve full credit, you MUST SHOW YOUR WORK! H₂N CI OH CI カー 11. () Stereochemistry. Draw all possible stereoisomers of the following compound. Assign R/S configurations for all stereoisomers and indicate the relationship between each as enantiomer, diastereomer, or meso. NH2 H HNH, -18

b) 8. Indicate whether the following carbocation rearrangements are likely to occur Please explain your rational using 10 words or less not likely to occur • The double bond is still in the Same position + Likely to oc occur WHY? -3 H3C Brave Chair Conformers. Draw the chair conformer of the following substituted cyclohexane. Peform a RING FLIP and indicate the most stable conformation and briefly explain why using 20 words or less. CI 2 -cobs ?? MUST INDICATE H -2 -2 Br EQ Cl OR AT Br H& most stable WHY? - 4

CH 12 Conformational Analysis. Draw all 6 conformers (one above each letter) of the compound below looking down the indicated bond. Write the letter of the conformer with the HIGHEST and LOWEST in energies on the lines provided. NOTE: Conformer A MUST be the specific conformer of the structure as drawn below -4 NOT HOH OH 3 Conformer A: Br OH A Samo Br H 04 Br H H3 CH₂ H anti stagere Br CH clipsed H Brott H IV H MISSING 2 -2 B C D E F X 6 Conformer with HIGHEST ENERGY: 13. (1 structure LOWEST ENERGY: Nomenclature. a) Give the systematic (IUPAC) name structure. b) Draw the corresponding to this name. HINT: Do not forget to indicate stereochemistry when applicable. a) ८८ 2 "Br {t༐B,gt)-bemn€-nehpརི་ཚ༐lnoa Parent name (noname) 4 Bromo Sub = 2-methylethyl-4 Bromo nonane b) (3R,4S)-3-chloro-4-ethyl-2,7-dimethyloctane # -2 -2