Concept explainers
Interpretation: All possible constitutional and stereoisomers for a compound of molecular formula
Concept introduction: A compound exhibits number of stereoisomers when it contains more than one stereogenic centers. The maximum number of stereoisomers a compound with
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ORGANIC CHEMISTRY
- What is true about the relationship between the following compounds? CH3 CH3 CH; CH; CH3 CH3 A В O All three are stereoisomers of each other. OA and B are the same compound while C is a stereoisomer. All three are the same compound. A and B are the same while C is a conformer, all of the same compound . O A and C are the same while B is a stereoisomer.arrow_forward1) The following compound, whose central ring is referred to as a 1,2,4-trioxane, is an anticancer agent that demonstrates activity against canine osteosarcoma. Assign the configuration of each chiral center and then draw all possible stereoisomers of this compound, showing the specific stereochemical relationship between each of your drawings. H -OH O-N O-Oarrow_forwardOH 1. Consider this compound: CH;CH2CHCH,CHCH2CH3 ČH3 a) How many chiral carbons does this compound have? b) What is the maximum number of stereoisomers that could exist for this compound? Show how you arrived at your answer.arrow_forward
- Structure A Br C H3C H CH2CH3 Structure B CH3 BrC H CH2CH3 Determine the relationship between the structures above. Are they the same molecule, constitutional isomers, or stereoisomers? If A and B are stereoisomers, futher classify them as diastereomers or enantiomers. OA and B are the same molecule OA and B are constitutional isomers OA and B are stereoisomers and diastereomers OA and B are stereoisomers and enantiomersarrow_forward8. Two structures of Lipitor (a drug used to lower cholesterol) are shown below. (a) Determine the absolute configuration of each indicated stereocenter. Fill in the correct circle. (b) Determine if the two structures are the same compound or stereoisomers. Fill in the correct circle. (a) НО. Carbon a HO O OH Carbon a: OR OS Carbon b H N Carbon b: R OS of H Carbon c: OR OS OH OH Carbon c F Carbon d: R OS OH Carbon d (b) The two structures are: O the same compound O stereoisomersarrow_forwardFollowing are stereorepresentations for the four stereoisomers of 3-chloro-2-butanol. (a) Assign an R or S configuration to each chiral center. (b) Which compounds are enantiomers? (c) Which compound are diastereomers?arrow_forward
- Mark each chiral center in the following molecule with an asterisk. How many stereoisomers are possible for each molecule?arrow_forwardExplain why compound A has two stereoisomers but compounds B and C exist as single compounds.arrow_forwardIndicate the relationship between the two structures in the pair. Are they chair conformations of the same molecule? If so, are they conformational diastereomers, conformational enantiomers, or identical? If they are not conformations of the same molecule, what is their stereochemical relationship? CH₂ CH₂ H₂C H₂C CH₂ Which statement is true? Ho CH₂ They are chair conformations of the same molecule, and they are conformational enantiomers. They are different molecules, and they are enantiomers. They are different molecules, and they are diastereomers. They are identical conformations of the same molecule. They are chair conformations of the same molecule, and they are conformational diastereomers.arrow_forward
- Draw all possible stereoisomers of the following compound (there are four of them). You need to consider both the chiral carbon and the double bond CH;CH=CHCH(CI)CH3arrow_forwardAAtropine, extracted from the plant Atropa belladonna, has been used in the treatment of bradycardia (low heart rate) and cardiac arrest. Draw the enantiomer of atropine (the original molecule is drawn below, use that structure to draw the enantiomer): CH3 H OH B Draw a structure using wedges and dashes for the following compound: H CH3 OH Draw Your Solution HO- -H H CH3 -OHarrow_forwardClassify the following pair of compounds as the same compound, enantiomers, diastereomers, constitutional isomers, or not isomeric. Also, select the correct IUPAC name, including the correct (R) or (S) designation, for each. H ÷ ||I The correct IUPAC names are: || J k CI same compound enantiomers diastereomers constitutional isomers not isomeric Compound I: (2R, 3R)-2,3-dichloropentane, Compound II: (2R, 3S)-2,3-dichloropentane Compound I: (2S, 3S)-2,3-dichloropentane, Compound II: (2S, 3S)-2,3-dichloropentane Compound I: (2S, 3R)-2,3-dichloropentane, Compound II: (2S, 3R)-2,3-dichloropentane Compound I: (2R, 3R)-2,3-dichloropentane, Compound II: (2R, 3R)-2,3-dichloropentanearrow_forward
- Introduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage Learning