10.10 Predicting the Products

10.10 Predicting the Products

• Determine the function of the reagent.

• Determine the expected mechanism by analyzing the substrate.

• Consider the requirements for regiochemical and stereochemicals.

• The first two steps of this process were explored in the previous two sections.
• The third and final step will be explored in this section.
• The final step is to consider the regiochemical and stereochemical outcomes for each of the expected mechanisms.
• There are guidelines that must be followed when drawing products.

• The leaving group is connected to a position.

• The leaving group carbocation is usually replaced by the nucleophile.

• This process is favored over the Hofmann product.

• The stereoisomeric alkene will be obtained when the b position of the substrate has only one protons.

• Stereoselective is the process.

• There is no new information in the table.
• All of the information can be found in the previous chapter.
• The table is only meant to be a summary of the information so that it is easy to find.
• Let's practice applying the guidelines.

• Determine the function of the reagent.

• Determine the expected mechanism by analyzing the substrate.

• Consider the requirements for regiochemical and stereochemicals.

• We start by analyzing the reagent.
• The methoxide ion has a strong base and strong nucleophile.

• We move on to Step 2 and analyze the material.

• The major product will be generated via an E2 process, and the minor product will be generated via an S 2 process.

• The regiochemical and stereochemical outcomes for the E2 and S 2 processes must be considered.
• Let's start with the E2 process.

• The E2 process is stereospecific.
• The stereospecificity of this reaction is not relevant because the b position has more than one protons.

• Consider the S 2 product.