Latest Updated 2026/2027 (Graded A+)-TMU
FoS Movember Challenge – joining Ryerson’s fight against cancer!
All proceeds go to the Canadian Cancer Society for Cancer Research
Student Name: ID#:
CHY 142
Organic Chemistry
Mock Final Exam
Instructions.
1) Read all instructions & questions carefully.
2) You have 3 hours to complete the exam.
3) The final exam will be graded out of 170 marks. All questions are of equal value.
4) Check that you have all 10 pages in this exam booklet.
5) Please answer all questions on this exam booklet
6) Use the back of the exam if you require extra space.
7) DO NOT DISSASEMBLE the exam booklet
8) You are permitted pencils/erasing tools and molecular model only.
9) Good Luck!
1 of 10
, Section 1: General (50 marks)
O
Br
A B C D E
OH
Br OTs
Br
* OH
F G H I J
N Br OTs
NH3
* OH
K L M N O
1. Which of the above structures would undergo the fastest Sn2 reaction when reacted with
NaOH in a polar aprotic solvent? I
2. Which of the above structures would undergo the fastest E2 reaction when heated with
NaOEt in a polar aprotic solvent?
L
3. Which of the above structures would react fastest with NaOMe?
O
4. Which of the above structures would undergo the fastest hydrogenation using hydrogen on
a palladium catalyst?
B
5. Which of the above structures would undergo the fastest Sn1 reaction when treated with
iso-propanol?
J
6. Which of the above structures would undergo the fastest E1 reaction when heated with
H2SO4?
G
7. Identify the chiral carbons in molecules A-O (use an asterisk *).
8. Which of the above structures would undergo the fastest radical bromination using Br2 and
light in DCM?
B
9. Which above structure(s) is (are) generally considered to be polar aprotic solvent(s)?
K
10. Which structure above would react fastest with NaBH4 in ethanol?
D
2 of 10