Chapter 8, Problem 29P

a.

Interpretation Introduction

Interpretation:The structure of trans -1,2-cyclohexanediol should be drawn in the chair form where both hydroxy groups are at equatorial.

Concept introduction: In cyclohexane, all the six carbons are sp³ hybridized so, the expected angle for the connected atoms will be ${109.5}^{\text{o}}$ . The most stable conformation of cyclohexane will be the one in which the ring or angle strain is negligible and thus, making the conformation stable. In chair conformation, all the atoms are positioned in the ring in such a way that they adopt this positioning and does not experience any angle or ring strain.

b.

Interpretation Introduction

Interpretation:The flipping of chair during the transformation of trans -1,2-cyclohexanediol to corresponding disilyl ether on reacting with chlorosilane needs to be explained by structural models.

Concept introduction:In cyclohexane, all the six carbons are sp3 hybridized so, the expected angle for the connected atoms will be ${109.5}^{\text{o}}$ . The most stable conformation of cyclohexane will be the one in which the ring or angle strain is negligible and thus, making the conformation stable. In chair conformation, all the atoms are positioned in the ring in such a way that they adopt this positioning and does not experience any angle or ring strain.