Question 1

Compare the products when the following compound reacts with Br₂ in the presence of an organic solvent versus water.

Accepted Answer

Organic solvent - bromination  
Water - halohydrin formation  In an organic solvent halogenation of the alkene will occur producing a halogenated alkane,while in water (another nucleophile)the product formed would be the halohydrin.

Question 2

How many isomeric products would be formed when the following compound undergoes dehydration?

Accepted Answer

E

Question 3

Instructions: Consider the reaction below to answer the following question(s).
Alkenes may be hydrated by the hydroboration/oxidation procedure shown. 
Refer to instructions.The regiochemistry of hydroboration/oxidation of alkenes is:

Accepted Answer

The hydroboration/oxidation procedure follows a non-Markovnikov regiochemistry. This means that the boron atom of the borane compound adds to the less substituted carbon of the double bond, resulting in an anti-Markovnikov addition of water in the subsequent oxidation step.

Question 4

Predict the major product of the following reaction.

Accepted Answer

The answer of Predict the major product of the following...

Question 5

What is the major product of this reaction?

Accepted Answer

The answer of What is the major product of this...

Question 6

Predict the product of the reaction below.Indicate regiochemistry and stereochemistry if relevant.(D₂ = deuterium)

Accepted Answer

The answer of Predict the product of the reaction below.Indicate...

Question 7

On the structures provided,draw arrows showing the electron flow in the reaction mechanism for the electrophilic addition of hydrogen bromide to hex-1-yne.

Accepted Answer

The answer of On the structures provided,draw arrows showing the...

Question 8

The reaction conditions to carry out the production of cyclopentene using bromocyclopentane as the starting material would be:

Accepted Answer

The production of cyclopentene from bromocyclopentane involves an elimination reaction. KOH in ethanol is a strong base that can facilitate the E2 elimination reaction, removing HBr and forming the double bond in cyclopentene.

Question 9

Instructions: The reaction of 2-methylpropene with HBr in ether gives one of the two products below.Answer the following question(s)about this reaction.

-Refer to instructions.Which product would have a lower energy transition state for the formation of the intermediate leading to it?

Accepted Answer

The answer of Instructions: The reaction of 2-methylpropene with HBr...

Question 10

The product(s)of the reaction when carried out in an organic solvent 
Would be:

Accepted Answer

The answer of The product(s)of the reaction when carried out...

Question 11

Instructions: The reaction of 2-methylpropene with HBr in ether gives one of the two products below.Answer the following question(s)about this reaction.

-Refer to instructions. The reaction mixture would contain a majority of which isomeric product?

Accepted Answer

The answer of Instructions: The reaction of 2-methylpropene with HBr...

Question 12

Instructions: For each reaction below,suggest structures for alkenes that give the indicated reaction products.There may be more than one answer.
-Suggest structure(s):

Accepted Answer

The answer of Instructions: For each reaction below,suggest structures for...

Question 13

Which set of reagents is used for the Markovnikov addition of water to an alkene without rearrangement?

Accepted Answer

The reagents used for the Markovnikov addition of water to an alkene without rearrangement are Hg(OS1U1B12S1U1B0CCHS1U1B13S1U1B0)S1U1B12S1U1B0,HS1U1B12S1U1B0O followed by NaBHS1U1B14S1U1B0,NaOH. This is known as the oxymercuration-demercuration reaction and results in the addition of a water molecule to the alkene without rearrangement of the carbocation intermediate. Option A is incorrect as it uses BHS1U1B13S1U1B1, which is not a common reagent for this reaction. Option B is incorrect as it uses a combination of reagents that is not commonly used for this reaction. Option D is incorrect as there is a set of reagents that can be used for this reaction.

Question 14

Instructions: Consider the reaction sequence below to answer the following question.
 
-Refer to instructions.Write the complete reaction mechanism for the first step of this reaction sequence.Show all electron flow with arrows and show all intermediate structures.

Accepted Answer

The answer of Instructions: Consider the reaction sequence below to...

Question 15

Instructions: The reaction of 2-methylpropene with HBr in ether gives one of the two products below.Answer the following question(s)about this reaction.
 
-Refer to instructions.Which product is the Markovnikov product?

Accepted Answer

The answer of Instructions: The reaction of 2-methylpropene with HBr...

Question 16

Instructions: Predict the products of each reaction below.Indicate regiochemistry and stereochemistry when relevant.
Predict and indicate:
a) 
b)	If the product of the above reaction were subsequently treated with periodic acid (HIO4), write the formula for the product formed.

Accepted Answer

The answer of Instructions: Predict the products of each reaction...

Question 17

Instructions: To answer the question(s)below,consider the following reaction:
When cyclohexene reacts with chlorine in tetrachloromethane,the trans-dihalide is formed.
 
-Refer to instructions.Write the complete,stepwise mechanism for this reaction.Show all intermediate structures and all electron flow using arrows.

Accepted Answer

The answer of Instructions: To answer the question(s)below,consider the following...

Question 18

Instructions: Consider the reaction below to answer the following question(s).
Alkenes may be hydrated by the hydroboration/oxidation procedure shown. 
Refer to instructions.The intermediate formed in the first step of this reaction is:

Accepted Answer

The intermediate formed in the first step of hydroboration is an organoborane compound, which is represented by choice B.

Question 19

Instructions: For each reaction below,suggest structures for alkenes that give the indicated reaction products.There may be more than one answer.

-Suggest structure(s):

Accepted Answer

The answer of Instructions: For each reaction below,suggest structures for...

Question 20

Instructions: Predict the products of each reaction below.Indicate regiochemistry and stereochemistry when relevant.
Predict and indicate:

Accepted Answer

The answer of Instructions: Predict the products of each reaction...

Quiz 8: Reactions of Alkenes and Alkynes

Compare the products when the following compound reacts with Br₂ in the presence of an organic solvent versus water.

How many isomeric products would be formed when the following compound undergoes dehydration?

Instructions: Consider the reaction below to answer the following question(s) . Alkenes may be hydrated by the hydroboration/oxidation procedure shown. Refer to instructions.The regiochemistry of hydroboration/oxidation of alkenes is:

Predict the major product of the following reaction.

What is the major product of this reaction?

Predict the product of the reaction below.Indicate regiochemistry and stereochemistry if relevant.(D₂ = deuterium)

On the structures provided,draw arrows showing the electron flow in the reaction mechanism for the electrophilic addition of hydrogen bromide to hex-1-yne.

The reaction conditions to carry out the production of cyclopentene using bromocyclopentane as the starting material would be:

Instructions: The reaction of 2-methylpropene with HBr in ether gives one of the two products below.Answer the following question(s)about this reaction. -Refer to instructions.Which product would have a lower energy transition state for the formation of the intermediate leading to it?

The product(s) of the reaction when carried out in an organic solvent Would be:

Instructions: The reaction of 2-methylpropene with HBr in ether gives one of the two products below.Answer the following question(s)about this reaction. -Refer to instructions. The reaction mixture would contain a majority of which isomeric product?

Instructions: For each reaction below,suggest structures for alkenes that give the indicated reaction products.There may be more than one answer. -Suggest structure(s):

Which set of reagents is used for the Markovnikov addition of water to an alkene without rearrangement?

Instructions: Consider the reaction sequence below to answer the following question. -Refer to instructions.Write the complete reaction mechanism for the first step of this reaction sequence.Show all electron flow with arrows and show all intermediate structures.

Instructions: The reaction of 2-methylpropene with HBr in ether gives one of the two products below.Answer the following question(s)about this reaction. -Refer to instructions.Which product is the Markovnikov product?

Instructions: Predict the products of each reaction below.Indicate regiochemistry and stereochemistry when relevant. Predict and indicate: a) b) If the product of the above reaction were subsequently treated with periodic acid (HIO4), write the formula for the product formed.

Instructions: Consider the reaction below to answer the following question(s) . Alkenes may be hydrated by the hydroboration/oxidation procedure shown. Refer to instructions.The intermediate formed in the first step of this reaction is:

Instructions: For each reaction below,suggest structures for alkenes that give the indicated reaction products.There may be more than one answer. -Suggest structure(s):

Instructions: Predict the products of each reaction below.Indicate regiochemistry and stereochemistry when relevant. Predict and indicate:

Quiz 8: Reactions of Alkenes and Alkynes

Compare the products when the following compound reacts with Br2 in the presence of an organic solvent versus water.

How many isomeric products would be formed when the following compound undergoes dehydration?

Instructions: Consider the reaction below to answer the following question(s) . Alkenes may be hydrated by the hydroboration/oxidation procedure shown. Refer to instructions.The regiochemistry of hydroboration/oxidation of alkenes is:

Predict the major product of the following reaction.

What is the major product of this reaction?

Predict the product of the reaction below.Indicate regiochemistry and stereochemistry if relevant.(D2 = deuterium)

On the structures provided,draw arrows showing the electron flow in the reaction mechanism for the electrophilic addition of hydrogen bromide to hex-1-yne.

The reaction conditions to carry out the production of cyclopentene using bromocyclopentane as the starting material would be:

Instructions: The reaction of 2-methylpropene with HBr in ether gives one of the two products below.Answer the following question(s)about this reaction. -Refer to instructions.Which product would have a lower energy transition state for the formation of the intermediate leading to it?

The product(s) of the reaction when carried out in an organic solvent Would be:

Instructions: The reaction of 2-methylpropene with HBr in ether gives one of the two products below.Answer the following question(s)about this reaction. -Refer to instructions. The reaction mixture would contain a majority of which isomeric product?

Instructions: For each reaction below,suggest structures for alkenes that give the indicated reaction products.There may be more than one answer. -Suggest structure(s):

Which set of reagents is used for the Markovnikov addition of water to an alkene without rearrangement?

Instructions: Consider the reaction sequence below to answer the following question. -Refer to instructions.Write the complete reaction mechanism for the first step of this reaction sequence.Show all electron flow with arrows and show all intermediate structures.

Instructions: The reaction of 2-methylpropene with HBr in ether gives one of the two products below.Answer the following question(s)about this reaction. -Refer to instructions.Which product is the Markovnikov product?

Instructions: Predict the products of each reaction below.Indicate regiochemistry and stereochemistry when relevant. Predict and indicate: a) b) If the product of the above reaction were subsequently treated with periodic acid (HIO4), write the formula for the product formed.

Instructions: Consider the reaction below to answer the following question(s) . Alkenes may be hydrated by the hydroboration/oxidation procedure shown. Refer to instructions.The intermediate formed in the first step of this reaction is:

Instructions: For each reaction below,suggest structures for alkenes that give the indicated reaction products.There may be more than one answer. -Suggest structure(s):

Instructions: Predict the products of each reaction below.Indicate regiochemistry and stereochemistry when relevant. Predict and indicate:

Compare the products when the following compound reacts with Br₂ in the presence of an organic solvent versus water.

Predict the product of the reaction below.Indicate regiochemistry and stereochemistry if relevant.(D₂ = deuterium)