Draw the mirror images of glucose and fructose. Are glucose and fructose chiral? Do you expect them to be optically active?

Which of the following compounds are chiral? Draw each compound in its most symmetric conformation, star (*) any asymmetric carbon atoms, and draw any mirror planes. Label any meso compounds. You may use Fischer projections if you prefer.

(e) (R,R)-2,3-dibromobutane

(f)

Which of the following compounds are chiral? Draw each compound in its most symmetric conformation, star (*) any asymmetric carbon atoms, and draw any mirror planes. Label any meso compounds. You may use Fischer projections if you prefer.

(c) (2R,3S)-2-bromo-3-chlorobutane

(d) (2R,3S)-2,3-dibromobutane

For each pair, give the relationship between the two compounds. Making models will be helpful.

(h)

Which of the following pairs of compounds could be separated by recrystallization or distillation?

a. meso-tartaric acid and (±)-tartaric acid (HOOC—CHOH—CHOH—COOH)