Chapter 8, Problem 8.58SP

Interpretation Introduction

Interpretation:

The reason for the puckered shape of cyclohexane and $\text{C}-\text{C}-\text{C}$ bond angles should be identified.

Concept introduction:
Cyclohexane is a cyclic group of alkanes with the molecular formula ${\text{C}}_6{\text{H}}_{12}$. It is used in the industrial production of caprolactam and adipic acid which are precursors to nylon. It is a color less, flammable liquid with a distinctive detergent like odor, reminiscent of clearing product.

The structure of cyclohexane is as follow:

(side view)

To draw electron dot structure of trifluoromethyl methyl ether, you have to get aware about the valence electron of carbon, fluorine and oxygen.
The valence shall electron pair repulsion (VSEPR) theory is a simple and useful way to predict and rationalize the shape of molecule. The angle between atoms can also be find out.

Bonding electron	Lone pair electrons	Shape	Angle
$2$	$0$	Linear	$$   ${180}^{\circ }$
$3$	$0$	Trigon al planar	${120}^{\circ }$
$2$	$1$	Bent	${120}^{\circ }$
$4$	$0$	Tetrahedral	${109.5}^{\circ }$
$3$	$1$	Trigon al pyramidal	${107.5}^{\circ }$
$2$	$2$	Bent	${104.5}^{\circ }$
$5$	$0$	Trigon al bi pyramidal	$$   ${104.5}^{\circ }$
$4$	$1$	seesaw	${90}^{\circ }$
$3$	$2$	t-shape	${\text{180}}^{\circ }{\text{,120,}}^{\circ }{90}^{\circ }$
$2$	$3$	Linear	${\text{90}}^{\circ }{\text{,180}}^{\circ }{\text{,180}}^{\circ }$
$6$	$0$	Octahedral	${90}^{\circ }$ ,   ${180}^{\circ }$
$5$	$1$	Square pyramidal	${90}^{\circ }$ ,   ${180}^{\circ }$
$4$	$2$	Square planer	${90}^{\circ }$ ,   ${180}^{\circ }$
$7$	$0$	Pentagonal bi pyramidal	${90}^{\circ }$ ,   ${180}^{\circ }$
$6$	$1$	Pentagonal pyramidal	$\text{ 9}{0}^{\circ }{\text{,72}}^{\circ }\text{,}{180}^{\circ }$
$5$	$2$	Planar pentagonal	${\text{72}}^{\circ }{\text{,144}}^{\circ }$   ${\text{72}}^{\circ }{\text{,144}}^{\circ }$

To determine:

Explain why cyclohexane, a substance that contains six membered ring of carbon atoms is not flat but instead has a puckered, non-planar shape.