Problem: There are various molecules (A–F) drawn in different forms and projections. To answer the following questions, you need to refresh your memories on the concept/definition of “Newman projection”, “Fisher projection”, “stereogenic center”, “racemate (racemic mixture)”, and “meso compound”.   a. Based on the definition of a stereogenic center, which molecules in the list contain at least one stereogenic center? Choose all that apply. b. Which molecules in the list are optically active? Choose all that apply. c. Which molecules in the list are chiral? Choose all that apply. d. Which molecule(s) in the list is meso compound? Choose all that apply e. Which molecule(s) represents a racemate (racemic mixture)? Choose all that apply f. Redraw the Fisher projection in the list with wedge and dash bonds such that these structural representations have the same stereochemistry, and then assign the configuration with R/S    

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There are various molecules (A–F) drawn in different forms and projections. To answer the following questions, you need to refresh your memories on the concept/definition of “Newman projection”, “Fisher projection”, “stereogenic center”, “racemate (racemic mixture)”, and “meso compound”.

a. Based on the definition of a stereogenic center, which molecules in the list contain at least one stereogenic center? Choose all that apply.

b. Which molecules in the list are optically active? Choose all that apply.

c. Which molecules in the list are chiral? Choose all that apply.

d. Which molecule(s) in the list is meso compound? Choose all that apply

e. Which molecule(s) represents a racemate (racemic mixture)? Choose all that apply

f. Redraw the Fisher projection in the list with wedge and dash bonds such that these structural representations have the same stereochemistry, and then assign the configuration with R/S

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What scientific concept do you need to know in order to solve this problem?

Our tutors have indicated that to solve this problem you will need to apply the Cumulative Chirality Questions concept. If you need more Cumulative Chirality Questions practice, you can also practice Cumulative Chirality Questions practice problems.

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