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
- Draw all possible constitutional isomers and stereoisomers for acompound of molecular formula C6H12 having a cyclobutane ring andtwo methyl groups as substituents. Label each compound as chiral orachiral.arrow_forwardWhat 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_forwardConsider the following pairs of structures. Identify the relationship between them by describing them as representing enantiomers, diastereomers, constitutional isomers, or two molecules of the same compound. H H3C" CH3 Br Hitm Br enantiomers constitutional isomers diastereomers H B H F F two molecules of the same compound CH3 H Ba CH3arrow_forward
- 1) 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_forwardDraw a structural formula of the S configuration of the compound shown below. • Use the wedge /hash bond tools to indicate stereochemistry where it exists. Include H atoms at chiral centers only. • Ifa group is achiral, do not use wedged or hashed bonds on it. CH3 CH3 CH;CHCHCN CH,CH,CH,CHCH,CH, CH2NH2 Draw a structural formula of the RS configuration of the compound shown below. Use the wedge /hash bond tools to indicate stereochemistry where it exists. • Include H atoms at chiral centers only. If a group is achiral, do not use wedged or hashed bonds on it. ÇIarrow_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
- Conformational studies on ethane-1,2-diol (HOCH2¬CH2OH) have shown the most stable conformation about the central C¬C bond to be the gauche conformation, which is 9.6 kJ/mol (2.3 kcal/mol) more stable than the anti conformation. Draw Newman projections of these conformers, and explain this curious result.arrow_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_forwardA compound that contains two different stereocenters can exist as four optically active stereoisomers. The flying wedge representations of the four stereoisomers are given below: ÇOOH COOH ÇOOH COOH H-C-OH HO-C-H H-C-OH HO-C-H H-C-OH HO-C-H HO-C-H H-C-OH CH3 ČH3 ČH3 ČH3 II IV What is the relationship between: III and IV? II and IV? П аnd III) 96.I and II? 97.I and IV? 98.I and III?arrow_forward
- Name and draw structural formulas for the eight constitutional isomeric alcohols with molecular formula C5H12O. Classify each alcohol as primary, secondary, or tertiary. Which are chiral?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_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
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage LearningIntroduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage Learning