Advantages And Disadvantages Of Cyclohexane

Satisfactory Essays

In cyclohexane, there are two identical chair conformers and cyclohexane has the hydrogen atoms located as the axial and equatorial like what had mentioned at the previous topic. The chair conformers are presents in equal concentration due to the rapid interconversion of the axial groups and equatorial groups. When cyclohexane bears a substituent, the two chair conformers become different to one another as in one conformation, the substituent will locate at the axial location while in the other conformation, the substituent locate at the equatorial location. Compare the axial and equatorial, the substituent group tends to favour the equatorial location because there are presents of steric hindrance in the axial location. Mono-substituted …show more content…

This make the methyl group extend away from the ring and having more room, thus causes less steric interaction. In compare to methyl substituent in axial position, the methyl group is gauche to C-3 and C-5 carbons causing the methyl group is close enough with the other axial groups (hydrogen atoms) thus interactions can occur. This interaction is called the 1,3-diaxial interactions which is a steric interaction that can destabilize the …show more content…

Let’s take dimethylcyclohexane as an example. Dimethylcyclohexane have two methyl groups bonded to the cyclohexane. Below is the simple planar structure of several dimethylcyclohexane. In 1,1-dimethylcyclohexane conformers, the methyl groups must sit on the axial and equatorial position each regardless of which chair conformer is considered. Since the methyl groups are the same in 1,1-dimethylcyclohexane, the two chair conformers are identical to each other and their present is in equal concentration. 1,2-, 1,3- and 1,4- dimethylcyclohexane, the analysis of conformation is more complex. It may involve the cis-trans relationships depends on the relative location of the methyl groups. As we count the carbons on the ring in chair conformation, from carbon number one to six, the uppermost bonds on each carbon will change its orientation from equatorial to axial and back. This is the alternate pattern of bonds on a given side of a chair-ring conformation. In 1,2-dimethylcyclohexane, if it is a trans isomer, the two methyl groups must locate in the equatorial position while if it is a cis isomer, the two methyl groups locate in the equatorial and axial position each. Therefore, the trans-1,2-dimethylcyclohexane is more stable than the

Get Access