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Chapter 5: Q53 E. (page 148)

Draw the structure of a meso compound that has five carbons and three chirality centers.

Short Answer

Expert verified

Chirality centers are carbon atoms consisting of four different groups attached.Only one chiral center makes the whole molecule chiral, and these molecules are tetrahedral compounds.

Step by step solution

01

Chirality centers

Chirality centers are carbon atoms consisting of four different groups attached.Only one chiral center makes the whole molecule chiral, and these molecules are tetrahedral compounds.

02

The structure of a meso compound with five carbons and three chirality centers

The compounds given below are diastereomers because they are non-superimposable. These are also meso compounds with three chiral centers. Both have a plane of symmetry passing from a third carbon horizontally. The central carbon contains four different groups—one group has R configuration, one has S configuration, one group is -OH, and one group is -H.

Structure of a meso compound

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Most popular questions from this chapter

Which, if any, of the following structures represent meso compounds? (Blue = N, green = Cl.)

Which of the following objects are chiral?

(a) A basketball

(b) A fork

(c) A wine glass

(d) A golf club

(e) A spiral staircase

(f) A snowflake

(f)

Assign R or S stereochemistry to the chirality centers in the following

Newman projections:

Question:Alanine, an amino acid found in proteins, is chiral. Draw the two enantiomers of alanine using the standard convention of solid, wedged, and dashed lines.

Draw examples of the following:

(a) A meso compound with the formula

(b) A meso compound with the formula

(c) A compound with two chirality centers, one R and the other S
See all solutions

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