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Q.42

Expert-verified
Organic Chemistry
Found in: Page 206

Short Answer

Locate the tetrahedral stereogenic center(s) in each compound. A molecule may have one or more stereogenic centers.

a.

b.

c.

d.

e.

f.

  1. 1 stereogenic center.
  2. 6 stereogenic centers
  3. 1stereogenic center.
  4. 1 stereogenic center.
  5. 5 stereogenic centers.
  6. 5 stereogenic centers.
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Step by Step Solution

Definition of a stereogenic center

A stereogenic center is the carbon atom which is tetrahedral in geometry and is bonded to four different groups. The carbon atom is known as the tetrahedral stereogenic center.

The number of stereogenic centers in a molecule can be used to determine the maximum number of stereoisomers.

Identification of the stereogenic center in a molecule

To locate the tetrahedral stereogenic center in a molecule, the following carbon atoms are not considered:

  • The carbon atoms with two or more hydrogen atoms attached to them.
  • The carbon atoms with hybridization.

After considering the above points, the tetrahedral stereogenic center in the carbon atom is bonded to four different groups.

Identification of the tetrahedral stereogenic centers in the given molecules

The stereogenic centers are marked by putting the ‘*’ (asterisk) above the stereogenic carbon.

a.

One stereogenic center

The carbon atom, which is marked with * in the above structure, is bonded to four different groups. The given molecule has one stereogenic center, as shown in the structure above.

b.

Six stereogenic centers

Each carbon that is marked with * in the above structure is bonded to four different groups. This whole molecule has a total of 6 stereogenic centers.

c.

One stereogenic center

The above structure has only one stereogenic center as marked with *.

d.

One stereogenic center

The above structure has one stereogenic center as marked with *.

e.

Five stereogenic centers

The above structure has five stereogenic centers as marked with *. All of these marked carbon atoms have been bonded to four different groups.

f.

Five stereocenters

The above structure has five stereogenic centers as marked with *.

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