CM-UY 2213 Fall 2025
NAME__________________________________________________
CM-UY 2213
Organic Chemistry I
Problem Set 5
Due October 28, 2025, by 11:59 pm on Gradescope
INSTRUCTIONS:
1. Download or print the problem set and work out your answers in the space provided. If
you try to submit with a file separate from the problem set template, Gradescope will not
accept your submission!
2. Scan or save your completed problem set as a PDF.
3. Upload your file to Gradescope by the deadline.
4. Problem sets will be graded 50% for completion and 50% for correctness. One of the
pages will be randomly selected to be graded for correctness, while all other pages will be
checked for completion. It is thus in your best interest to complete each problem to the
best of your ability.
5. Once grades have been released, compare your answers with the key uploaded to
Brightspace, especially for the problems that were not graded for correctness. If you do
not take the time to correct your answers, you will not learn from your mistakes and this
will likely reflect on the exam!
, CM-UY 2213 Fall 2025
Part 1. Stability of chair conformations
i. Draw the two possible chair conformations of each of the following molecules, and indicate
which is the more stable of the two.
CH3
CH3
CH3
CH3
H 3C CH3
CH3
HO
H 3C
NAME__________________________________________________
CM-UY 2213
Organic Chemistry I
Problem Set 5
Due October 28, 2025, by 11:59 pm on Gradescope
INSTRUCTIONS:
1. Download or print the problem set and work out your answers in the space provided. If
you try to submit with a file separate from the problem set template, Gradescope will not
accept your submission!
2. Scan or save your completed problem set as a PDF.
3. Upload your file to Gradescope by the deadline.
4. Problem sets will be graded 50% for completion and 50% for correctness. One of the
pages will be randomly selected to be graded for correctness, while all other pages will be
checked for completion. It is thus in your best interest to complete each problem to the
best of your ability.
5. Once grades have been released, compare your answers with the key uploaded to
Brightspace, especially for the problems that were not graded for correctness. If you do
not take the time to correct your answers, you will not learn from your mistakes and this
will likely reflect on the exam!
, CM-UY 2213 Fall 2025
Part 1. Stability of chair conformations
i. Draw the two possible chair conformations of each of the following molecules, and indicate
which is the more stable of the two.
CH3
CH3
CH3
CH3
H 3C CH3
CH3
HO
H 3C
