Chapter 4, Problem 4.21YT

(a)

Interpretation Introduction

Interpretation:

The Haworth projection (including with dash-wedge notation) for the given line structure of a disubstituted cyclohexane is to be drawn.

Concept introduction:

In the case of disubstituted cyclohexane, the relationship between these two substituents with the ring is explained with the help of a Haworth projection. Since cyclohexane ring undergoes chair flipping with no switching either substituent from their side, the relationship between these substituents on a cyclohexane ring does not change on flipping, that is, the cis substituents remain cis and trans remains trans on flipping. In a Haworth projection, the ring is depicted as being planar, and bonds to substituents are drawn perpendicular to that plane in such way that these substituents come in the plane of the ring, and one side of a ring will be either above this plane or below this plane, depending on the rotation around the plane.

(b)

Interpretation Introduction

Interpretation:

The Haworth projection (including with dash-wedge notation) for the given line structure of a disubstituted cyclohexane is to be drawn.

Concept introduction:

In the case of disubstituted cyclohexane, the relationship between these two substituents with the ring is explained with the help of a Haworth projection. Since cyclohexane ring undergoes chair flipping with no switching either substituent from their side, the relationship between these substituents on a cyclohexane ring does not change on flipping, that is, the cis substituents remain cis and trans remains trans on flipping. In a Haworth projection, the ring is depicted as being planar, and bonds to substituents are drawn perpendicular to that plane in such way that these substituents come in the plane of the ring, and one side of a ring will be either above this plane or below this plane, depending on the rotation around the plane.

(c)

Interpretation Introduction

Interpretation:

The line structure (including with dash-wedge notation) for the given Haworth projection of a disubstituted cyclohexane is to be drawn.

Concept introduction:

In the case of disubstituted cyclohexane, the relationship between these two substituents with the ring is explained with the help of a Haworth projection. Since cyclohexane ring undergoes chair flipping with no switching either substituent from their side, the relationship between these substituents on a cyclohexane ring does not change on flipping, that is, the cis substituents remain cis and trans remains trans on flipping. In a Haworth projection, the ring is depicted as being planar, and bonds to substituents are drawn perpendicular to that plane in such way that these substituents come in the plane of the ring, and one side of a ring will be either above this plane or below this plane, depending on the rotation around the plane. To draw the line structure from its Haworth projection, view the molecule either from the top of the plane or from the bottom of the plane.

(d)

Interpretation Introduction

Interpretation:

The line structure (including with dash-wedge notation) for the given Haworth projection of a disubstituted cyclohexane is to be drawn.

Concept introduction:

In the case of disubstituted cyclohexane, the relationship between these two substituents with the ring is explained with the help of a Haworth projection. Since cyclohexane ring undergoes chair flipping with no switching either substituent from their side, the relationship between these substituents on a cyclohexane ring does not change on flipping, that is, the cis substituents remain cis and trans remains trans on flipping. In a Haworth projection, the ring is depicted as being planar, and bonds to substituents are drawn perpendicular to that plane in such way that these substituents come in the plane of the ring, and one side of a ring will be either above this plane or below this plane, depending on the rotation around the plane. To draw the line structure from its Haworth projection, view the molecule either from the top of the plane or from the bottom of the plane.