a.Add substituents to the Newman Projection templates based on the indicated viewpoint.b.Redraw the molecule without alkyl group abbreviations and write a systematic name.c.Copy the Newman Projection from above onto conformation A below, then complete the rest of thetemplates to showclockwise rotation of the front carbon in 60 degree increments.d.List anygaucheoreclipsinginteractions between non-hydrogen substituents in each conformatione.Rank the relative stability of each staggered conformation (S1= most stable,S3= least stable) andeclipsed conformation (E1= most stable,E3= least stable). You may not need all the numbers.AssumeF is smaller than Et.f.Plot the relative energies of the conformations of the graph, assumingS3is more stable thanE1.
© MaryAnn Robak – Chem 3A Fa19 – Problem Set F – Conformational Isomerism of Acyclic Alkanes – page 547.Conformational analysis.a.Add substituents to the Newman Projection templates based on the indicated viewpoint.b.Redraw the molecule without alkyl group abbreviations and write a systematic name.c.Copy the Newman Projection from above onto conformation A below, then complete the rest of thetemplates to showclockwise rotation of the front carbon in 60 degree increments.d.List anygaucheoreclipsinginteractions between non-hydrogen substituents in each conformatione.Rank the relative stability of each staggered conformation (S1= most stable,S3= least stable) andeclipsed conformation (E1= most stable,E3= least stable). You may not need all the numbers.f.Plot the relative energies of the conformations of the graph, assumingS3is more stable thanE1.
© MaryAnn Robak – Chem 3A Fa19 – Problem Set G – Cycloalkanes – page 55Problem Set G – CycloalkanesOrganic Chemistry as a Second Language:Chapter 6, all problems in sections 6.3 – 6.61.For each pair of structures, decide whether the molecules are configurational isomers of each other, or thesame configuration viewed from a different perspective (rotated, flipped horizontally, flipped vertically,etc.).
© MaryAnn Robak – Chem 3A Fa19 – Problem Set G – Cycloalkanes – page 562.For each pair of structures, decide whether the molecules are configurational isomers, conformationalisomers, or the same conformation viewed from a different perspective.Study suggestion:Build a 3D modelof the first molecule at.-Rotate the model around using click/drag motions, trying toline it up with the second picturein eachpair below. (The first picture in each pair is always the same)-To build the model: “Load Models Name” (cyclohexane), then use the “Atom and Bond Edit” options(top left) to replace three hydrogens on the model with C, F, and O respectively).CH3OHFCH3HOFCH3OHFCH3OHFCH3OHFCH3OHFconfigurational isomersconformational isomersdifferent perspectiveconfigurational isomersconformational isomersdifferent perspectiveconfigurational isomersconformational isomersdifferent perspectiveCH3OHFCH3OHFCH3OHFconfigurational isomersconformational isomersdifferent perspectiveconfigurational isomersconformational isomersdifferent perspectiveconfigurational isomersconformational isomers
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