Solution Found!
Which of the following compounds are chiral Draw each compound in its most symmetric
Chapter 5, Problem PROBLEM 5-21(choose chapter or problem)
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. (a) meso-2,3-dibromo-2,3-dichlorobutane (b) ({)-2,3-dibromo-2,3-dichlorobutane (c) (2R,3S)-2-bromo-3-chlorobutane (d) (2R,3S)-2,3-dibromobutane (e) (R,R)-2,3-dibromobutane (f) HO CH2OH CHO H H OH (f) (g) H Br H CH3 H H Br CH3 (*h) Br H CH3 H CH3 H H Br
Questions & Answers
QUESTION:
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. (a) meso-2,3-dibromo-2,3-dichlorobutane (b) ({)-2,3-dibromo-2,3-dichlorobutane (c) (2R,3S)-2-bromo-3-chlorobutane (d) (2R,3S)-2,3-dibromobutane (e) (R,R)-2,3-dibromobutane (f) HO CH2OH CHO H H OH (f) (g) H Br H CH3 H H Br CH3 (*h) Br H CH3 H CH3 H H Br
ANSWER:Step 1 of 3
Chiral compound:
A compound that has a chiral center and a non-superimposable mirror image is known as a chiral compound.
The chiral compounds are listed below:
*(2R,3S)-2-bromo-3-chlorobutane
*(2R,3S)-2,3-dibromobutane
*(2R,3S)-2,3,4-trihydroxybutanal
*(1R,2R,3S,4S)-1,4-dibromo-2,3-dimethylcyclohexane
*(1R,2R,4S,5S)-1,4-dibromo-2,5-dimethylcyclohexane
Meso compound:
A chemical compound that has chiral centers with a plane of symmetry is known as a meso compound.
From the given compounds, meso-2,3-dibromo-2,3-dichlorobutane and (2R,3S)-2,3-dibromobutane are meso compounds.