Concept explainers
Interpretation:
The structures of both enantiomers of
Concept Introduction:
Organic compounds are the compounds which are mainly composed C and H atoms. The branch of chemistry that deals with preparation, reactions, and properties of organic compounds is said to be
Constitutional isomers can be defined as the pair of molecules with the same molecular formula but different structural formula. Stereoisomers have same molecular and structural formula but they have different arrangement of atoms in the three-dimensional space.
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EBK GENERAL, ORGANIC, & BIOLOGICAL CHEM
- 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_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 ÇOOH ÇOOH ÇOOH H-C-OH HO-C-H H-C-OH HO-C-H H-C-OH HO-C-H HO-C-H H-C-OH ČH3 ČH3 ČH3 ČH3 II II IV What is the relationship between: 96.I and II? 97. I and IV? 98. I and III? II and III? III and IV? II and IV?arrow_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
- Simvastatin (trade name: Zocor™M) is a pharmaceutical used to treat elevated blood lipids (i.e. high cholesterol). It contains 7 chirality centers (which allows for 128 different stereoisomers!) Determine the configuration of each chirality center. HOL. O CH3 H O H Ou yot H O XII H по / CH3arrow_forwardTwo diastereomeric sets of enantiomers, A/B and C/D, exist for 3-bromo-2-butanol. When enantiomer A or B is treated with HBr, only racemic 2,3-dibromobutane is formed; no meso isomer is formed. When enantiomer C or D is treated with HBr, only meso 2,3-dibromobutane is formed; no racemic 2,3-dibromobutane is formed. Account for these observations.arrow_forwardThe following compound has only one asymmetric center. Why then does it have four stereoisomers? CH3CH2CH-BrCH2CH=CHCH3arrow_forward
- Identify the absolute configuration of the chirality centers in each of the following compounds as R or S. Note: if multiple chirality centers are present, indicate the stereochemical designations as: RR, SS, RS, or SR. (Other terms used for chirality center include chiral center, stereocenter, and stereogenic center.) H Br !!!! H₂N CO₂H но H CH3 H CH3 OH OH H Ωσ HI!!! HO HO Br CO₂H Harrow_forwardSimvastatin (trade name: ZocorTM) is a pharmaceutical used to treat elevated blood lipids (i.e. high cholesterol). It contains 7 chirality centers (which allows for 128 different stereoisomers!) Determine the configuration of each chirality center. H H HO H H H H H H H H H O H Harrow_forwardHow many asymmetric centers does the following compound have? How many stereocenters does it have?arrow_forward
- Are the following molecules chiral? Draw the skeletal structures of each and label the chirality center(s) if present. 1) 2-chloro-4-ethylhepatane 2) cis-1,2-pentadiool (suffix -ol indicates an alcohol) 3) 3,3-dibromo-5-propyloctanearrow_forwardIdentify the relationship between the given pairs of compounds. Choose from: A = enantiomers B = diastereomers C = constitutional isomers D = geometric isomers %3D E = conformational isomers F = two molecules of the same compound CO,H CH3 Br H H- Br H- Br H- Br CO,H CH3arrow_forwarda) HO OH Molecule 5 is achiral has an enantiomer has at least one chiral diastereomer contains at least one R chiral center has a meso diastereomer b) Molecule 6 is achiral has an enantiomer has at least one chiral diastereomer contains at least one R chiral center has a meso diastereomer Ph Molecule 7 is achiral has an enantiomer has at least one chiral diastereomer contains at least one R chiral center has a meso diastereomerarrow_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage LearningOrganic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning