Chaper 6 rxn Alkenes lecture notes
CH241 – Lecture Outline
Chapter 6: Reactions of Alkenes
Carbocations
How are carbocations classified?
What stabilizes a carbocation and why?
What is the Hammond Postulate?
How does the stability of the carbocation intermediate effect the number of products and why?
What are the three types of carbocation rearrangements and why do they occur?
Stereochemistry of Reactions (read 6.14 in 7th edition before class)
What are the three ways a reaction can have stereochemistry?
(a) What is regioselective?
(b) What is stereoselective?
(c) What is stereospecific?
What type of stereochemistry is there in the following three scenarios?
(a) Addition reactions that form one asymmetric center.
What is the product if the reactant has no asymmetric centers?
What is the product if the reactant has one asymmetric center?
(b) Two asymmetric centers are formed from one asymmetric center.
What is the difference between a syn addition and an anti addition?
What is the connection between the type of addition (syn vs anti), the type of enantiomer (erythro vs. threo), and the type geometric isomer (cis/trans) used as the alkene reactant?
Electrophilic Addition Reactions
What is the intermediate in the reaction?
What is Markovnikov’s Rule?
What are the different types of addition reactions?
Hydrogen Halide Addition Reaction
What are the electrophile, nucleophile, and mechanism for this reaction?
Why is the reaction regioselective?
Is the reaction stereoselective?
Is the reaction stereospecific?
Acid – Catalyzed Addition of Water
What are the electrophile, nucleophile, and mechanism for this reaction?
Why is this reaction regioselective?
Is the reaction stereoselective?
Is the reaction stereospecific?
Diatomic Halogen Addition Reaction
What are the electrophile, nucleophile, and mechanism for this reaction?
What are vicinal halogens?
What is a cyclic bromonium ion?
What diatomic halogens are used?
What is the regiochemistry if a mixed
Chapter 6: Reactions of Alkenes
Carbocations
How are carbocations classified?
What stabilizes a carbocation and why?
What is the Hammond Postulate?
How does the stability of the carbocation intermediate effect the number of products and why?
What are the three types of carbocation rearrangements and why do they occur?
Stereochemistry of Reactions (read 6.14 in 7th edition before class)
What are the three ways a reaction can have stereochemistry?
(a) What is regioselective?
(b) What is stereoselective?
(c) What is stereospecific?
What type of stereochemistry is there in the following three scenarios?
(a) Addition reactions that form one asymmetric center.
What is the product if the reactant has no asymmetric centers?
What is the product if the reactant has one asymmetric center?
(b) Two asymmetric centers are formed from one asymmetric center.
What is the difference between a syn addition and an anti addition?
What is the connection between the type of addition (syn vs anti), the type of enantiomer (erythro vs. threo), and the type geometric isomer (cis/trans) used as the alkene reactant?
Electrophilic Addition Reactions
What is the intermediate in the reaction?
What is Markovnikov’s Rule?
What are the different types of addition reactions?
Hydrogen Halide Addition Reaction
What are the electrophile, nucleophile, and mechanism for this reaction?
Why is the reaction regioselective?
Is the reaction stereoselective?
Is the reaction stereospecific?
Acid – Catalyzed Addition of Water
What are the electrophile, nucleophile, and mechanism for this reaction?
Why is this reaction regioselective?
Is the reaction stereoselective?
Is the reaction stereospecific?
Diatomic Halogen Addition Reaction
What are the electrophile, nucleophile, and mechanism for this reaction?
What are vicinal halogens?
What is a cyclic bromonium ion?
What diatomic halogens are used?
What is the regiochemistry if a mixed