Enantiomers vs Diastereomers Practice Problems

Aldohexoses have 4 chiral carbon atoms. Draw the Fischer projections of all the possible stereoisomers of aldohexose.

i. Provide the three possible stereoisomers of 2,3-difluoro-2,3-diiodobutane.

ii. Specify the enantiomers.

iii. Explain why one of the stereoisomers does not have an enantiomer.

Aldehydes are converted to primary alcohols when reacted with a reducing agent. Consider the two D-aldohexoses shown below: When both of them are reduced, one gives a chiral product and the other gives an achiral product. Explain.

Table sugar rotates plane-polarized light to the right. When it is hydrolyzed, a mixture called "invert sugar" forms which is made up of two types of simpler sugars of equal amounts (rotates plane-polarized light to the left). True or False: The simpler sugars must both rotate plane-polarized light to the left. Explain your answer.