Q. 13.24 - An Introduction to General, Organic, and Biological Chemistry

Question

Draw the Fischer projection for the other enantiomer of a to d in problem 13.22.

                         

                       

Step-by-Step Solution

Answer

Part a) The Fischer projections of a are shown below, D arabinose and L arabinose.

                                     

Part b) The following figure shows a Fischer projection of b, including L-Sorbose and D-Sorbose. 

                                       

Part c) The Fischer projection for c is D-Lyxose and L- lyxose.

                               

Part d) The given underneath is Fischer projection for d is L- Ribose and D- Ribose.

                                  

Step 1: Definition of Enantiomers (Part a)

Enantiomers are molecules that exist in two forms that are mirror images of each other but cannot be overlaid one on top of the other.

Step 2: Fischer Projection of structure (a)

• In this problem, we have to draw the Fischer projections for the other enantiomers of the structures a.
• Enantiomers are chiral particles that are non-superimposable perfect representations of one another by any blend of revolutions, interpretations, and some conformational changes.
• In the first example, we have D-Arabinose and after changing every configuration we get the mirror image, which is L-Arabinose. 

                                                       

Step 3: Explanation of part (b)

• In the Figure underneath, we can perceive how enantiomers search in Fischer projection.                             

Step 4: Fischer Projection of structure (b)

• In this case, we have L-Sorbose, and converting absolutely the configuration of each stereocenter, we get the opposite enantiomer, D-Sorbose.               

Step 5: Explanation part(c)

• Knowing that enantiomers are replicate pictures of each other, we simply must change each configuration inside the structure. 
• Fischer projections had been initially proposed for the depiction of carbohydrates and utilized by chemists, specially in organic chemistry and biochemistry.

Step 6: Fischer Projection of structure(c)

•  In this example we have D-Lyxose, and when we change the absolute configuration of every stereocenter, we get the other enantiomer, L-Lyxose.                  

Step 7: Explanation part(d)

• Ribose, additionally known as  D-ribose, is a five-carbon sugar discovered in RNA (ribonucleic acid), in which it alternates with phosphate organizations to shape the “backbone” of the RNA polymer and binds to nitrogenous bases. 

Step 8: Fischer Projection of structure (d)

• In this case, we have got L-Ribose, and while we alternate the configuration of each stereocenter, we get D-Ribose