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Chapter 4: Q. 4-4-13P (page 104)

Draw two different chair conformations of trans-1,4 dimethylcyclohexane, and label all positions as axial or equatorial.

Short Answer

Expert verified

The two different chair conformations of trans-1,4 dimethylcyclohexane are:

Step by step solution

01

Chair confirmation

Chair conformation structure for a six-membered ring is when atoms 2, 3, 5, and 6 lie in the same plane, atom one lies above the plane, and atom 4 lies below the plane.

02

Axial and equatorial positions

Axial bonds are the bonds that are perpendicular or vertical to the ring plane. Equatorial bonds are approximately horizontal in the plane of the ring.

03

Structure of trans-1,4 dimethylcyclohexane: Axial

The two methyl groups and four hydrogens present are perpendicular or vertical to the ring plane.

The bond in pink represents axial bonds

04

Structure of trans-1,4 dimethylcyclohexane- equatorial

Here two methyl groups and four hydrogens are present approximately horizontal in the ring plane.

The bond in pink represent equatorial bonds

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Most popular questions from this chapter

Draw structures corresponding to the following IUPAC names:

a) 1,1 dimethyl cyclooctane

b) 3-cyclobutyl hexane

c) 1,2 -dichloro cyclopentane

d) 1,2- dibromo, 5- methylcyclohexane

Galactose, a sugar related to glucose, contains a six-membered ring in which all the substituents except the-OH group, indicated below in red, are equatorial. Draw galactose in its more stable chair conformation.

Which is more stable, a 1, 4-trans disubstituted cyclohexane or its cis isomer?

Each H↔Heclipsing interaction in ethane costs about 4.0 kJ/mol. Howmany such interactions are present in cyclopropane? What fraction of theoverall 115 kJ/mol (27.5 kcal/mol) strain energy of cyclopropane is due totorsional strain?

Draw the more stable chair conformation of the following molecules, and estimate the amount of strain in each: cis-1-Bromo-4-ethylecyclohexane.
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