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Chapter 5: Q52 E_a. (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

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

Step by step solution

01

Meso compounds

Meso compounds are those which contain two or more two chiral centers. The optical activity of meso compounds is inactive, and their mirror images are superimposable. A plane of symmetry is present between the two chiral centers.

02

The meso form of the molecule (a)

(a) The meso form of the molecule is formed by drawing a plane of symmetry inside the molecule. These are superimposable mirror images, and it contains two chiral centers, one with R and the other with an S configuration.


Meso form of the molecule

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Most popular questions from this chapter

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

(a)

(b)

(c)

Ketones react with sodium acetylide (the sodium salt of acetylene,Na+-:C≡CH) to give alcohols. For example, the reaction of sodium acetylide with 2-butanone yields 3-methyl-1-pentyn-3-ol

(a)Is the product chiral?

(b)Assuming that the reaction takes place with equal likelihood from both Reand Sifaces of the carbonyl group, is the product optically active? Explain.

We’ll see in Chapter 11 that alkyl halides react with hydrosulfide ion () to give a product whose stereochemistry is inverted from that of the reactant.

Question:Which of the following objects are chiral?

(a) Soda can

(b)Screwdriver

(c)Screw

(d)Shoe

Xylose is a common sugar found in many types of wood, including maple and cherry. Because it is much less prone to cause tooth decay than sucrose, xylose has been used in candy and chewing gum. Assign R or S configurations to the chirality centers in xylose.
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