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_forwardPyrethrin II and pyrethrosin are two natural products isolated from plants of the chrysanthemum family. Pyrethrin II is a natural insecticide and is marketed as such. Q,) Label all chiral centers in each molecule and all carbon-carbon double bonds about which there is the possibility for cis,trans isomerism.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_forward
- Please identify the relationship between each pair of structures as: (i) identical, (ii) constitutional, (iii) conformational, (iv) enantiomers, or (v) diastereomers. Choose only one label per pair of structures.arrow_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_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_forward
- 2 1 Group activity: Use molecular model to convert the given 3D perspective structure to Newman projection around C-C bond on the template provided. Fill in the substituent for the most stable conformation in the templates provided. H H OH Br OH CH Y/ 3D of most stable conformation ΕΙ Fischer projection of most stable conformation most stable conformation Use the molecular model of chair conformation of cyclohexane and fill in the substituents in the template provided for chair conformation and complete the Newman projections showing only substituents for given molecules. Circle the chair conformation which is more stable. 1) cis-3-isopropylcyclohexanol 2) trans-3-Isopropylcyclohexaol QOarrow_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_forwardStructure 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_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_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
- Introduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage Learning