The C-C bonds in cyclohexane deshield equatorial H's. This has the effect of making equatorial H's appear.
Added by John A.
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This means that the hydrogens attached to the carbons are either in an axial position (perpendicular to the plane of the ring) or in an equatorial position (in the plane of the ring). Show more…
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Draw $1,2,3,4,5,6$ -hexamethylcyclohexane with all the methyl groups (a) in axial positions. (b) in equatorial positions. If your cyclohexane rings look awkward or slanted when using the analytical approach just shown, then try the artistic approach: Draw a wide $mathrm{M}$, and draw a wide $mathrm{W}$ below it, displaced about half a bond length to one side or the other. Connect the second atoms and the fourth atoms to give the cyclohexane ring with four equatorial bonds.
Grigoriy S.
The cyclohexane derivative shown exists primarily in the more stable of the two available chair conformations. Give the position - axial or equatorial - of each of the three groups shown in the more stable chair conformation. If a group divides its time equally between axial and equatorial positions, indicate this with "ax/eq". The table of "Axial Strain Energies for Monosubstituted Cyclohexanes" found in the "Strain Energy Increments" section of the Reference tool is useful for answering this question. Partially Correct When there is more than one substituent on a cyclohexane ring, the more stable of the two chair conformations is the one which (a) has all substituents equatorial or (b) minimizes the axial steric strain. The axial strain for a variety of substituents is listed in the Reference tool.
Rajul N.
Table 2.3 A, G, and U-Values of Cyclohexane Derivatives ED = AR ED = GR + GR' ED = UR + UR' + 1/2 [AR + AR'] R or R' A (kcal/mol) G (kcal/mol) U (kcal/mol) F 0.2 0 0 Cl 0.4 0.5 0.4 Br 0.4 0.8 0.4 I 0.4 1.0 0.4 OH, OR 0.9 0.2 0.9 NHR 1.3 0.3 1.3 NR2 2.1 0.5 2.1 N= 0.5 0.1 0.5 N≡ 0.2 0.1 1.2 C= 1.3 0.2 0.9 aryl 3.0 1.2 1.1 C≡ 0.2 0 1.2 CO2H, CO2R 1.2 0.5 1.2 CHO 0.8 0.3 0.8 CH2R 1.8 0.4 1.8 CHR2 2.1 0.8 2.1 CR3 6.0 2.5 6.0 No values are given for cis-1,2-axial-equatorial interactions because inversion leads again to a 1,2-equatorial-axial interaction. This is not the case for the trans 1,2-diequatorial isomer, since inversion affords a diaxial conformer. For conversion of kcal to kilojoules, use 1 kcal/mol = 4.184 kJ/mol.
Shaiju T.
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