10. The compound butane-2,3-diol can exist in three forms, one of which is a meso compound. Which ONE of the Newman projections below is the meso form of butane-2,3-diol? H H OH OH _ A CH3 CH3 CH3 H CH3 H OH H OH H CH3 H CH3 CH3 H OH HO CH3 H но- OH H CH3 CH3 OH OH B C D E

Following is a staggered conformation for one of the enantiomers of 2-bromobutane, and several purported Newman projections for this conformation. H H H3C Br H CH3 2-bromobutane H H (a) Is this (R)-2-bromobutane or (S)-2-bromobutane? CH3 CH3 Br H H H CH3 Br b CH3 H Br H CH3 CH3 H (b) Which of the following Newman projections is equivalent to the wedge-dash structure when viewed along the horizontal axis?

O O O H CH3 OH H H H H OH H H H 安安安安 H OH H HO H CH(CH3)2 CH(CH3)2 CH(CH3)2 CH(CH3)2 A C Which C2-C3 Newman projection represents (S)-4-methylpentan-2-ol? m A None of these OH .... (S)-4-methylpentan-2-ol B C D

Draw (15,25,3R)-1-bromo-3-chloro-2-fluorocyclohexane (shown below) in both its chair forms! Draw the Newman projection of the most stable conformation of (15,25,3R)-1-bromo- 3-chloro-2-fluorocyclohexane through carbons 1 and 2 and carbons 2 and 3. مه c

Which structure is consistent with a 1 transition state? 2 CH3 CHs H.C CH 4 3

11) Which Newman projection below has the highest energy. tBuMe Me Me Me Me Me tBu Me -- Me -H- Me Pr Pr tBu Pr Me Pr Me H. tBu C HH D.

Why is I less stable then II

11 11 HC–CHỊCH,CH2-CH A O=O KMnO4, H30 CH HO–C–CH,CH,CH,CH C ? O 11 HC-CH₂CH₂CH₂-C-OH B O HỌ-C–CH,CH,CH2-C-OH D

PART 1: For the decalin derivative below please identify the correct Newman projection: Please type your answer as a letter: A, B, C, or D. The answer for PART 1: Н H Н. A B CH3 CH3 Н CH3 CH3 Н အက်သလို လုံး Н. под Н OH CH3 OH H3C Н H3C H₂C H3C H3C Н Н The answer for PART 2: A CH3 OH E C CH3 CH3 OH "CH₂ CH3 H H3C. H3C Н H Н. H.C..... H3C OH OH CH3 PART 2: For the Newman projection below please identify the corresponding decalin derivative with the correct stereochemistry: Please type your answer as a letter: A, B, C, ..., or H. CH3 H B н Н OH F CH3 CH₂ OH он "CH3 OH CH₂ CH3 H3C H H₂C Н H3C Н H C D CH3 SASA SA CH3 H₂C CH3 H₂C" H3C" он CH3 H OH CH3 G CH3 CH3 CH3 ÕH D CH3 CH3 CH3 H H H3C_ Н.С Н CH3 CH₂ H OH H Н CH3

Which of the following Newman projections represents (2R,3R)-dibromobutane?