Concept explainers
Interpretation:
Using Newman projection, the relative positions of the substituents on the bridgehead atoms of cis- and trans- decalin is to be depicted and the isomer which is more stable is to be determined and the reason for the same is to be explained..
Concept introduction:
Newman projected two types of spatial arrangements of molecules which are staggered and eclipsed Newman projections.
Staggered conformation: It is the arrangement of atoms or groups of atoms in a molecule resulting in a
Eclipsed conformation: It is the arrangement of atoms or groups of atoms in a molecule resulting in a
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Organic Chemistry
- A structure with the formula C7H14O must be drawn that contains one stereocenter, an alcohol, and a disubstituted alkene including what the IUPAC name is for this compound. Dashes/wedges should be used to show which enantiomer is being drawn. In addition, what is the enantiomer drawing and IUPAC name of this compound, as well as the diastereomer of this compound and IUPAC name?arrow_forwardWill the cyclopropane formed be facing same direction as substituents or away?(will it have dashed wedges)?arrow_forwardDraw the skeletal (line-bond) structure of "(R)-3-ethylhex-1-ene". Useing a dash or wedge bond to indicate the stereochemistry of the substituents on the asymmetric centers, where applicable.arrow_forward
- draw and name two structures that match the description of a trans-dihalocyclopentanearrow_forwardDraw the following compound. If, and only IF, the name is inappropriate give the correct name of thecompound and draw 2 isomers of the compounds FROM below, and state the type of isomerism. a.) 3-chloro-4-bromohexaneb.) 2-methyl-3-oxo-5-pentanolc.) 1-octylcycloheptaned.) 1-bromo-6-chloro-5-phenole.) 1-octanonearrow_forwarddraw a skeletal(line-bond) structure of (S)-2,3-dimethylheptane. Use a dash or wedge to indicate stereochemistry of substituents on assymetric centers where applicablearrow_forward
- Draw a Newman projection for 3-methyl pentane looking down the C2-C3 bond. Provide two drawings of the molecule in both its staggered and eclipsed conformationarrow_forwardWrite the structures of cis-2-butene and trans-2-butene. Circle the stereoisomer with the higher melting point. Explain why.arrow_forwardFor the following compound - calculate the degrees of unsaturation and enter that number into the space provided.show the completed mathematical calculation. Figures form Academia Obscura (anthonycrasto.wordpress.com)arrow_forward
- Explain briefly and clearly the following concepts, taking as reference the molecule of n-butane and the corresponding drawings or illustrations. See pages 149-152 of the book Organic Chemistry, sixth edition (J. G. Smith). 4. What is steric hindrance in a conformation? Then draw a picture to illustrate the concept? 5. What is the torsional stress of a conformation? Then draw a picture to illustrate the concept? 6. Describe 1,3-diaxial interaction and illustrate with a specific example.arrow_forwardDraw Newman projections for the anti, eclipsed, gauche and fully eclipsed conformations of Butane. Indicate their relative stabilities and the reasons for your ranking-need to discuss the stresses involved in each case. Using suitable specific conformers of specific structures as examples, explain the difference between (a) angle strain (b) torsional strain and (c) steric strain. Need to draw the confomers and structures 4) Draw the most stable conformers using chair structures of the following: (c) cis-1,2-Dibromocyclohexane (d) trans-1,2-Dibromocyclohexane (e) cis-Decalin (f) trans-Decalin . Draw the most stable conformers of trans-1-Bromo-4-methylcyclohexane and cis-1-Bromo-4-methylcyclohexane. Which is more stable? Explain the reason for your answer. Need to include a discussion of 1,3-Diaxial interactionarrow_forwardBetween the cis and trans configuration of 1-chloro-4-methylcyclohexane, which is the most stable stereoisomer and configuration? To prove your argument, draw a model or use a modeling software to model cis- and trans-1-chloro-4-methylcyclohexane (show all the hydrogens and ensure proper chair conformation) and use arrows to show where steric strain occurs.arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning