Alkene reactions are the foundation for all future organic

chemistry reactions and mechanisms. To help you build that

solid foundation I’ve put together this short quiz testing your
knowledge of reactions, reagents, products and additional
molecule concepts.

These questions range from medium to tricky and should

be completed AFTER you’ve studied my Alkene reaction video
series since each video already contains a few simple practice
problems.

Take your time and think through each question. If you’re not
sure how to proceed click the ‘hint’ link for the related
mechanism tutorial video. Once finished scroll down and grab a
free copy of the solutions.

Alkene Practice Question 1

Identify the reagent and solvent required to carry out this
reaction

Hint – if you’re stuck on this reaction watch this video to learn

the mechanism

Alkene Practice Question 2

Identify the product formed when this alkene reactions with Cl2
in water. Pay particular attention to stereochemistry.

Hint: There may be more than 1 product. For help with this
reaction click to watch the mechanism video

Alkene Practice Question 3

Identify the product formed when the following alkene is
reacted with BH3 and THF, then followed up with H2O2 and
NaOH

Hint: This is an anti-markovnikov reaction. Video to follow by

mid-November
Alkene Practice Question 4
Identify the starting alkene that will yield the product shown
when reacted with chlorine in CCl4. Pay particular attention to
the stereochemistry of product.

Hint: Stuck on the stereochemistry of this question? Watch the

reaction video here to review this reaction

Alkene Practice Question 5

Identify the reagent and solvent required to transform the
starting cycloalkene to the given ether.
Hint: Water and alcohol undergo similar reactions. Click for the
mechanism video

Alkene Practice Question 6

Identify the product when the following alkene reacts with
Hg(oAc)2 in alcohol followed by NaBH4

Hint: Pay close attention to each of the given reagents. Stuck

on this reaction? Click for the reaction video
Alkene Practice Question 7
Identify the product formed with the given bicycloalkene reacts
with Bromine in CH2Cl2. Be sure to include all possible
products.

Hint: Don’t let the complexity of the molecule throw you off. If
you know this reaction you’ll get the product

Alkene Practice Question 8

Identify the product formed when this alkene reactions with
sulfuric acid in an ethanol solution
Hint: Pay special attention to the reagents, solvents, and
stability of the intermediates. Stuck? review this video

Alkene Practice Question 9

Identify the product formed when the given alkene reacts with
hydronium
Hint: Pay special attention to the stability of the reaction
intermediate. Need help? watch this video

Alkene Practice Question 10

Identify the reagents required to bring about this alkene to
alcohol transformation.

Hint: Consider how the intermediate impacts the

regioselectivity of this reaction. Stuck? Watch this video.

Alkene Practice Question 11

Identify the product formed when the alkene below reacts with
bromine in a methanol solution.
Hint: Consider how the solvent impacts the intermediate. Need
help? Watch this video

Alkene Practice Question 12

Identify the product when the alkene below reacts with sulfuric
acid in water.
Hint: Don’t overthink it. Sometimes tricky looking reactants
yield simple products. Tutorial video here.

Alkene Practice Question 13

Identify the product when the following alkene reacts with HCl
in CCl4.

Hint: This is a fun (read TRICK) question. Pay careful attention

to the logic BEHIND Markovnikov’s rule! Click HERE to study the
reaction mechanism.

Alkene Practice Question 14

Identify the product when the alkene below reacts with HBr.
Hint: Other than degree of substitution, what ELSE can cause a
carbocation rearrangement? Need help? Watch this video.

Alkene Practice Question 15

Identify the product when the alkene below is reacted with
sulfuric acid.