Convert product C, shown below, into its Fischer projection. One of the carbon atoms has been marked with a star (*) to allow you to keep track of it. Which of the atoms numbered 21-24 are bromine? H Br D C 21 22 23 24 22 000
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- 1. How are each of the structures A-F related to structure X? They could be E (enantiomers), D C (conformers), or I (identical). (diastereomers), CH3 CI -Br HOH₂C- -OH CI X НО, H3C H₂C D CI Br CH₂OH CI HO STEREOISOMERS Br A CH2OH CI Br CI HOH₂COH CI CI Cl CH3 OH E -CH3 -CH₂OH B Br Br НО. Br CH3 HOH₂C CI C CI CH3 HO CH₂OH FThe starting material is shown as a Fischer projection. Unless otherwise stated, the possible products are also shown as Fischer projections. HC. KOCH, (S) H3C CI Which of these is the major product of this reaction? CH3 H3C H3C H3C H3C CH3 HC H,C H3C- O. CH3 H3C CH3 H3C R,S C D A,1. Below is the Fischer projection of a molecule. Is this the (R) or (S) enantiomer? 2. If you swap the positions of the H and the Cl, does this represent the same enantiomer or the opposite one? 3. Having swapped the positions of the H and CI, if you then swap the Cl and methyl group, what happens to the stereochemistry of the chiral center? CH3 H- CI CH,CH3
- 1. How are each of the structures A-F related to structure X? They could be E (enantiomers), D (diastereomers), C (conformers), or I (identical). CH3 CH3 НО. CI- Br CH2OH CI CH3 CI CI Br HOH2C ОН HO Br 'CI HOH,C" OH Br CI HOH2Ċ CI X А. В C CI CI HO CI CI Br CH3 CI Br -CH3 H3C CH2OH ОН Br CI- ČH2OH HO "CH,OH D F E1. Give the number of stereogenic centers in the pain reliever Met-enkephalin, mark the corresponding stereogenic centers with an asterisk. H₂N. OH HO S I CH3Draw the product(s) of this reaction drawn as a Fischer projection. If there is a major and a minor product, label them as such. If there is a chiral carbon, label the product as R, S, or R,S mixture. Br CH3 CH,OH (R) H3C CH3 CH3 load Choose a File
- The structure of 4 isomers of ketopentose are shown. 1) select every structure that is a diastereomer of structure D A, B, or C? 2) select every structure that is a enantiomer of structure C A, B, or D 3) select every structure that is a stereoisomer of structure C A, B, or D6. Each of the following pairs of compounds contains one chirality center. Determine whether they are the same compound or enantiomers. If they are superimposable, they are the same. If they are nonsuperimposable, they are mirror images, they are enantiomers. Br C1 I_CC1 I— H Ме- Me-C Br Et H Br Cl H C-I Me-C Et Br H I-C Br Me BrC-I H H Et-C Br Me Me H H-C Br Me Et 1 2 Sk 954~ Rost 45 r Si5. Consider the following pairs of structures. Identify the relationship between them (enantiomers, diastereomers, or identical compounds. он HO o CH,OH H,C H но CH,OH сон H HO. HO CH, HO,C CH COH HO,C, CO,H CO,H н онн он н онн он HOH,C сно OHC CH,OH Br CH,CH, H,CH,C CI CH OH
- 6. Each of the following pairs of compounds contains one chirality center. Determine whether they are the same compound or enantiomers. If they are superimposable, they are the same. If they are nonsuperimposable, they are mirror images, they are enantiomers. I-C Me- Br H C1 Br „Et www. H Br₂ C1 H Me ~C-I Et Br H I-C Et- Br Me Me Bric- H H Br Me H H-C -I Br Me EtDraw the stereoisomers of the following molecules in flying wedge representation and Fischer projection. HO OH H2N HO A В4. Classify each pair of compounds as either enantiomers, diastereomers, identical, constitutional isomers, or not isomers. x HO OH NH OH H. H HN HO Me H HO n-Pr Me -OH