1. (6 points) Draw clear pictures showing the two chair conformations of this compound. Circle the lower energy (more stable) conformation or write "same energy". ||| |||
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- A) Draw both chair conformations (ring - flip isomers) of cis-2-methyl-cyclohexanol and trans-2-methylcyclohexanol. B) Draw both chair conformations (ring - flip isomers) of cis-4-methyl-cyclohexanol and trans-4-methylcyclohexanol. Be very precise in where the groups are pointing. Indicate which isomer is the most stable and why it is the most stable.1. Compound 1 is one isomer of 1,3-dicholoro-2,4,6-triisopropylcyclohexane. a) Draw both chair conformations of compound 1. State which is more stable. (An isopropyl group should be treated as 'larger' than a chloro group.) b) Draw the most stable achiral stereoisomer of this compound, in its most stable conformation. c) Draw the most stable chiral stereoisomer of this compound, in its most stable conformation. i-Pr i-Pr 1 i-Pr 'CISee attached question.
- 3. Draw a ring-flip isomer for the following compounds and circle the most stable conformation.(a) Using Newman projections, draw all staggered and eclipsedconformations that result from rotation around the bond highlighted in red in each molecule; (b) draw a graph of energy versus dihedral angle for rotation around this bond.4. (a) Draw a skeletal (line-bond) structure for 3,4-dimethylhexane. (b) Draw a sawhorse representation of any staggered conformation of this molecule looking down the carbon-3 to carbon-4 bond. (c) Draw a Newman projection looking down the carbon-3 to carbon-4 bond of the same conformation that you drew as a sawhorse representation.
- 2. Chair Strain (a) Consider the following cyclohexane derivative. Circle the location (axial or for each substituent in this molecule's most stable chair conformer. (b) (c) ( F axial equatorial Br axial equatorial Br CH3 Ph axial equatorial Ph CH3 axial equatorial equatorial) Draw the chair conformer described in (a), adding only the substituents (not the hydrogen groups of those stereocenters) onto the template below. O Complete the table, indicating how many of each type of interaction is present in total for the chair conformer described in (a). gauche interactions between gauche interactions substituents and the ring between substituents 1,3-diaxial interactions between substituents (d) ( Draw the other conformer that results from a chair flip onto the template below. Ma the changes that happen in the chair flip, but don't make other changes. Only draw substituer2. Circle the compound that would have the lowest energy at its most stable conformation and box the compound that would have the highest energy at its most stable conformation. 호호호호Please help, will provide helpful ratings for correct soln. Thanku
- Draw the planar (Haworth) structure for cis-1-ethyl-2- methylcyclohexane. (b) Draw the two ring - flipped chair conformations. (c) Circle the more stable chair conformation (circle both if they are equal in energy). Draw the Haworth structure and the two ring-flipped conformations of 1, 2, 4- trimethylcyclohexane (Compound D) on the frames below, b) Circle the more stable chair conformation (circle both if they are equal in energy). Haworth StructureOn the more stable conformations (number one part A drawing), can you label each of the carbons as primary, secondary, tertiary, or quaternary.4. For the structure shown below, Part A) Draw the Newman projections and 3-D sawhorse structures corresponding to the lowest and highest energy conformations for rotation around the C2-C3 bond. Draw the Newman projections looking FROM THE C2 CARBON TO THE C3 CARBON (i.e. with the C2 carbon in the "front"). Part B) Determine the energy difference between the lowest and highest conformations, and be sure to clearly show each energy contribution that you are including in your calculation. Lowest Energy Conformation 3-D sawhorse Newman ECLIPSING Interactions Energy Difference: AB Energy kcal/mol H/H 1.0 H/Me 1.4 H/Et 1.5 H/Pr 1.6 H/1-Bu 3.0 Me / Me 2.6 Me/Et 2.7 Me/i-Pr 3.0 GAUCHE A Interactions Energy kcal/mol Me / Me 0.9 Me / Et 0.95 Me/i-Pr 1.1 Me/t-Bu 2.7 Et/Et 1.1 Et/i-Pr 1.6 Et/t-Bu 3.0 i-Pr/i-Pr 2.0 Highest Energy Conformation 3-D sawhorse Newman 1
