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Chapter 5: Q52 E_b. (page 148)

Draw the meso form of each of the following molecules, and indicate the plane of symmetry in each:

(a)

(b)

(c)

Short Answer

Expert verified

(b) The meso form of the given molecule is,

Step by step solution

01

Plane of symmetry

A plane of symmetry is an imaginary type of plane, and it passes through a molecule in such a way that it is a mirror image of each other.There are various planes like dihedral, horizontal, and vertical symmetry planes.

02

The meso form of the molecule (b)

(b) The meso form of the molecule is obtained by drawing the plane of symmetry from a molecule, and on each side of the symmetry plane chiral centers are present. The left side has a chiral center with an R configuration, and on the right, the chiral center has an S configuration.


Meso form of the molecule

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Most popular questions from this chapter

The reactions shown below are unlikely to occur as written. Tell what is wrong with each, and predict the actual product.

Ribose, an essential part of ribonucleic acid (RNA), has the following structure:

(a) How many chirality centers does ribose have? Identify them.

(b) How many stereoisomers of ribose are there?

(c) Draw the structure of the enantiomer of ribose.

  1. Draw the structure of a diastereomer of ribose.

Orient each of the following drawings so that the lowest-ranked group is toward the rear, and then assign R or S configuration

Assign R or S configuration to each chirality center in pseudoephedrine, an over-the-counter decongestant found in cold remedies (blue = N)

One of the steps in fat metabolism is the hydration of crotonate to yield 3-hydroxybutyrate. This reaction occurs by addition of –OH to the Si face at C3, followed by protonation at C2, also from the Si face. Draw the product of the reaction, showing the stereochemistry of each step.
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