Practice-Problem: Three-Reaction Pathway

The video tutorial covers a sequence of three chemical reactions applied to a starting material. It begins with radical bromination, highlighting the regioselectivity of bromine in targeting the most substituted carbon. The second reaction involves E2 elimination using methoxide, emphasizing the formation of the most thermodynamically stable alkene. The final reaction is dihalogenation, where the addition of bromine across a double bond is discussed, including the stereochemical outcomes. The tutorial provides a step-by-step analysis of each reaction, focusing on the mechanisms and expected products.

What is the main objective of the practice problem discussed in the video?

• To identify the product of a reaction sequence

• To memorize reaction mechanisms

• To learn about new reaction conditions

• To practice drawing chemical structures

What is the role of light (HV) in the first reaction?

• It initiates radical halogenation

• It causes dehalogenation

• It adds bromine to a π bond

• It substitutes bromine for hydrogen

In radical bromination, where does the bromine atom preferentially add?

• To the most substituted carbon

• To the least substituted carbon

• To the carbon with the highest electronegativity

• To any available carbon

What type of reaction is favored at high temperatures in the second reaction?

• SN1 substitution

• E1 elimination

• SN2 substitution

• E2 elimination

Why does methoxide favor the thermodynamic product in the E2 reaction?

• Because it is a weak base

• Because it is sterically hindered

• Because it is a strong acid

• Because it is not sterically hindered

What is the main reaction occurring in the third step?

• Hydrogenation

• Radical bromination

• Dibromination

• Dehalogenation

What is the stereochemical outcome of the dibromination reaction?

• Syn addition

• Anti addition

• Random addition

• No stereochemistry involved