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Example Questions
Example Question #1 : Help With Alkene Reactions
Which of the following show the major product of the addition of hydrobromic acid to 2-methylhex-2-ene?
This is an addition reaction with being added to an alkene (ionic addition). To reach the correct answer first we need to add the to one of the carbons by using electrons from the double bond. This next step is crucial because the positive charge (carbocation) that forms needs to be in the most substituted position. However, hydride shifts can occur moving a hydrogen atom over to an adjacent carbon to form the most stable carbocation. In this case, the positive charge on the secondary carbon adjacent to the tertiary carbon will first get the positive charge and then a hydride shift will occur amongst those two carbon leading to a more stable tertiary carbocation. Finally, the will attack the carbocation from both sides, and then we will have an alkyl halide. The most stable intermediate (carbocation) produces the greatest quantity of the stable product.
Example Question #1 : Help With Alkene Reactions
When reacted with 1 equivalent of , which of these molecules could form multiple products?
2, 3 and 4
1, 4 and 5
2 and 4
1 and 4
1 and 3
2, 3 and 4
This is a classic acid catalyzed alkene reaction. Because of resonance, several reactions have multiple products.
Example Question #542 : Organic Chemistry
Which of these alkene compounds would react with hydrobromic acid the fastest?
1-Butene
1-Pentene
Ethene
2-Methyl-2-butene
2-Butene
2-Methyl-2-butene
2-Methyl-2-butene will react the fastest with hydrobromic acid because when it reacts, it will form the most stable carbocation among all of the alkenes listed. This stability allows for the reaction to proceed much quicker than other compounds, therefore it will react the fastest.
Example Question #11 : Help With Alkene Reactions
The ozonolysis reaction involves the use of (ozone gas) with alkene molecules. This reaction forms which of the following products?
Esters
Terpenes
Carboxylic acids
Aldehydes
Ethers
Aldehydes
The ozonolysis of alkenes forms either ketones or aldehydes. Subsequent reagents can be added to produces alcohols and/or carboxylic acids.
Example Question #12 : Help With Alkene Reactions
Which of the following is an intermediate in the hydration of ethylene for the reaction given?
The reaction mechanism goes through a carbocation intermediate as follows:
Therefore the answer is the following carbocation intermediate:
Example Question #12 : Help With Alkene Reactions
Which of the followinng sets of addition reactions proceed via syn addition?
Halohydrin addition, epoxidation
Bromination, epoxidation
Halohydrin addition, bromination
Bromination, catalytic hydrogenation
Hydroboration-oxidation, epoxidation
Hydroboration-oxidation, epoxidation
Reactions that proceed by syn addition include hydrogenation, epoxidation, and hydroboration-oxidation. Reactions that proceed by anti addition include halogenation, halohydrin addition and epoxidation followed by ring opening. Syn addition occurs because reagents must approach from only one side of the double bond.
Example Question #14 : Hydrocarbon Reactants
Predict the product of the chemical reaction given.
The reaction given is called a Markovnikov's addition reaction. This is a regiospecific reaction because only one orientation of the reaction occurs. It is an electrophilic addition reaction that involves the reaction of a halogenic acid such as or with an alkene. The hydrogen bonds to the carbon with the less alkyl groups bonded to the organic compound and the halogen ion bonds to the carbon with more alkyl substituents. Therefore the answer is:
Example Question #15 : Help With Alkene Reactions
Predict the product of the chemical reaction given.
The reaction given is called a Markovnikov's addition reaction. This is a regiospecific reaction because only one orientation of the reaction occurs. It is an electrophilic addition reaction that involves the reaction of a halogenic acid such as or with an alkene. The hydrogen bonds to the carbon with the less alkyl groups bonded to the organic compound and the halogen ion bonds to the carbon with more alkyl substituents. Therefore the answer is:
Example Question #15 : Hydrocarbon Reactants
Which of the following would be the product of the reaction given?
Molecular chlorine reacts with an alkene in the presence of water to yield a halohydrin product. Below is the mechanism for this reaction:
Example Question #17 : Help With Alkene Reactions
Which of the following would be the product of the reaction given?
Molecular bromine reacts with an alkene in the presence of water to yield a halohydrin product. Below is the mechanism for this reaction:
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