The key to mastering chirality and stereochemistry is through practice, practice, and more practice. But where do you get all those practice problems?
After reviewing the videos in my Chirality and Stereochemistry series, and working through the simple questions in each, see how well you’ve mastered the material by trying my Stereochemistry Practice Quiz below.
The questions range from medium to tricky to ENSURE you are comfortable looking out for those tricks. Be sure to review the videos first and follow along with the Stereochemistry Cheat Sheet.
(scroll down for the PDF solutions)
Stereochemistry Practice Part 1
Determine if the following molecules are optically active (chiral) or optically inactive (achiral)
Stereochemistry Practice Part 2
Rank each set of substituents from high to low priority using Cahn-Ingold-Prelog ranking rules.
Hint: Need help ranking? See Chirality video 2
Stereochemistry Practice Part 3
Label every chiral carbon on the following molecules
Stereochemistry Practice Part 4
Name the following compounds. Be sure to include Absolute Configuration (R/S) as applicable
Hint: Need a review on naming? See the Naming Organic Compounds video series
Stereochemistry Practice Part 5
Draw the enantiomer for each of the following chiral molecules
Stereochemistry Practice Part 6
Draw the following molecules clearly indicating every chiral center
- (S)-3-phenylpentanoic acid
- (R)-3,3-dimethyl-2-butanol
- (3R,4R)-3,4-dihydroxy-2-pentanone
Stereochemistry Practice Part 7
Find the absolute Configuration (R/S) for the following chiral compounds
Hint: Need a review on finding R and S? See videos 2-4 in the Chirality Series
Stereochemistry Practice Part 8
Find the relationship between each molecule pair. Choose from:
- Identical / same compound
- Constitutional isomers
- Enantiomers
- Diastereomers
- Meso compounds
- Completely unrelated
Stereochemistry Practice Part 9
Find the absolute configuration (R/S) for each chiral center on the following molecules. Hint: There may be more than 1 chiral carbon per molecule.
Stereochemistry Practice Part 10
Draw all possible stereoisomers for each of the following:
- 1,3-dibromocyclopentane
- 3,4,5-trimethyl-2-hexanone
- 3-isopropyl-4-methyl-2-pentanol
- 4-ethyl-3-methylhexanoic acid
i love your work ….
want to meet you…
This was very helpful. Is there a video made purposely for this quiz? I would love to see where and how I messed up on some questions.
Check out my Chirality and Stereochemistry Tutorial Video Series: https://leah4sci.com/chirality-stereochemistry-enantiomers-diastereomers-r-s-organic-chemistry-tutorial-series/
practice was really helpful. Thanks a lot and really appreciate your work.
Zularnain, so glad you found this helpful!
Thanks for your resources they’re great! I’m confused about 1 thing… when do we use the swapping (ie. 2 swaps = same molecule) to determine R/S and when would we use just the switching to the opposite configuration when the lowest priority group is in the front??
One swap is the opposite. Two swaps gives you the same chirality.
If you do one swap, you have to remember to switch S to R or R to S. Sometimes I will forget that I only made one swap, therefore to avoid mistakes, I always do two so the chirality is the same.
why is (part 1 / a)) achiral? it has an H, ethyl, isobutyl and the Et (i don’t know what that means my the way :D), maybe it got something to do with that, because I am form Germany.
or is Et a short term for ethyl? that this makes sence
you forgot to draw the two methyl groups at part 7, f).. otherwise there would be no chiral center
7f only has one methyl group, or did you mean something else?
The ethyl group thats visible and the Et that is branched are actually both ethyl groups. That means this molecule only has three unique substituents making it achiral. I purposefully drew it this way so that you are not fooled when your professors try to pretend you have four unique groups but there are actually only three, like in this question.
Thanks for all this tutorials.it helped me lot .
You’re welcome Arijit
I like it. But no pdf notes?
Did you sign up for it Israel?
Thank you so much! I am taking Orgo I right now and it helps me a lot. 🙂
Thanks Pamela, glad to help
*sad* can’t get the PDF solution coz I live in Africa. Pleasssssee Leah is it possible to send it to my email. Your site is the bomb!!! telling all my friends about it.
You should be able to get the PDF anywhere in the world unless your computer is blocking the email Jaey
I love this…how I wished I had known this site before..ahhh
Better late than never, right Busari? Share with your classmates so they don’t have similar regrets
THIS IS DIFFICULT !
That’s the point 😉
you promised to send the pdf solution and its been a while since. Kindly please assist. thank you.
It should have arrived in your email inbox with 5 minutes. Check your spam box and junk folders
these are awesome problems!! they have so much diversity and cover all aspects of all possible “tricky”questions. Please put up the solutions
haha thanks Denice. The solutions are linked at the end of the quiz
thanks
your help it means a lot to me
You’re very welcome Amina