All equitorial conformation is lower in energy than the all axial conformation for the cyclohexane.
5. Cyclohexanes can be fused together in their chair conformations in either a cis or trans...
9. Draw the chair conformations of the substitute cyclohexanes showing the ring flip.. Show axial and equitorial bonds clearly. Label which conformation is most stable or if @ l-ethyl cyclohexane they are equal. O CIS-1,2-dimetyl cyclohexane © trans-1,2-dimethyl cyclohexane
Disubstituted Cyclohexanes Chem 2511/2611 - Chapter 4 Draw both chair conformations for each cyclohexane molecule. 2. On each chair conformation, label the methyl groups as axial/equatorial and upkdown. 3. Label the lowest energy contormation if there is one. Cis or Trans Cyclohexane Chair Conformations 2
9. Draw two different chair conformations of cyclohexanol, showing all hydropen atoms. Identify each position as axial or equatorial 10. Draw the most stable chair conformation of the following molecules, and estimate the amount of strain in each: (a) trans-1-Chloro-3-methylcyclohexane (b) cis-1-Ethyl-2-methylcyclohexane (c) cis-1-Bromo-4-ethylcyclohexane (d) cis-1-tert-Butylcyclohexane 11. Which isomer is more stable, cis-decalin or trans-decalin? Explain. 12. Glucose exists in two forms having a 36:64 ratio at equilibrium. Draw a skeletal structure of each, describe the difference between them and...
Using the templates provided, draw the planar representation (use wedges and dashes!) and both chair conformations of the models of 1,2-dichlorocyclohexane in the table below Is one chair conformer lower in energy? If so, circle the appropriate conformer(s) above. Are the two chlorine atoms cis- or trans- to each other? Can both chlorine atoms be axial in any chair conformation? 72
7. (13 points) For the compound 1-tert-butyl-4-methylcyclohexane: a. Draw the two possible chair conformations for the cis isomer, Which conformation, if either, is more stable? Circle one b. Draw the two possible chair conformations for the cis isomer, Which conformation, if either, is more stable? Circle one trans: C. Between the two more stable isomers circled above, which is more stable? Why?
5. Draw the two chair conformations for trans-1-ethyl-3-methylcyclohexane. Label substituents as to whether they are in an axial or equatorial position. Circle the most stable conformation.
Prelab Assignment Prior to the laboratory, complete the following Pre-lab Question(s): 1. Cis and Trans isomers of 1,2-dichlorocyclohexane, 1,3-dichlorocyclohexane and 1,4- dichlorocyclohexane - Draw the perspective, Chair and mirror image (if applicable) of each isomer. Perspective (Wedge dash) Chair conformation Drawing Mirror Image chair Chiral? Cis-1,2-dichlorowyclohexane Trans-1.2-dichlorocyclone Is either isomer a mese compound? If yes, draw the plane of symmetry on the mese compound What is the errochemical relationship between these is transiomer? C-1,3-dichlorocyclohexane Trans-1,3-dichloroceae Is either somer amese compound?...
Using the templates provided, draw the planar representation (use wedges and dashes!) and both chair conformations of the models of 1,3-dichlorocyclohexane Is one chair conformer lower in energy? If so, circle the appropriate conformation above Are the two chlorine atoms cis- or trans- to each other? Can both chlorine atoms be axial in any chair conformation? Would a solution of model A rotate plane polarized light? Why or why not? Is model A a meso compound? Model B? Model B?...
5. (a) (3pts) Look up trans-decalin and cis-decalin in your text book. Which of these is not able to undergo a chair-flip? Briefly explain. с The tetracyclic structure (shown below) is comprised of rings A,B,C, and D and it represent a typical steroid skeleton along with the numbering scheme used for this class of compounds. The methyl (Me) groups and hydrogens (H) atoms shown are at the bridgehead positions and stereochemistry has been shown for clarity. 112 Me D (b)...
20. Make a model of trans-1, 4-dimethylcyclohexane and cis-1, 4-dimethylcyclohexane. Draw their chair conformations below including the chair flip for each. Repeat questions 15-16 on this model Part III. Learning to Draw Molecules on a Computer Start the ACD ChemSketch programs and spend 15 minutes familiarizing yourself with their drawing capabilities. Practice using ChemSketch 2.0 to convert two dimensional structures to three dimensional structures and rotating and viewing three dimensional structures. 1. Based on the shape of the molecule, what...