Organic Chemistry Mechanism Challenge 5

The video tutorial explains a chemical reaction mechanism involving N-butyliithium, TMS CL, and ammonium chloride. It begins with setting up the problem and understanding the reaction conditions. The tutorial then delves into the role of N-butyliithium as a strong nucleophile, attacking the iodo group and forming a negative charge on the SP2 carbon. Next, it covers the interaction of TMS CL with the substrate, leading to the formation of a five-membered ring. Finally, the video describes the deprotection step using ammonium chloride, resulting in the final product. The tutorial emphasizes electron pushing and the energetically favorable pathways in the reaction.

What is the primary purpose of using electron-pushing arrows in reaction mechanisms?

• To indicate the movement of protons

• To show the flow of electrons

• To illustrate the color change in reactions

• To represent the change in temperature

What is the unique behavior of N-butyllithium in this reaction?

• It stabilizes the product

• It attacks the iodo group

• It forms a dimer

• It acts as a weak acid

What is the role of TMS Cl in the reaction?

• To stabilize the negative charge

• To form a complex with lithium

• To act as a catalyst

• To protect the hydroxyl group

How does the carbonyl oxygen interact with TMS Cl?

• It coordinates with the lithium ion

• It releases a proton

• It attacks the silicon atom

• It forms a hydrogen bond

What is the significance of forming a five-membered ring in this mechanism?

• It forms a new carbon-carbon bond

• It increases the reaction temperature

• It stabilizes the intermediate

• It decreases the reaction rate

What is the role of ammonium chloride in the final step?

• To increase the reaction pH

• To act as a reducing agent

• To deprotect the silyl ether

• To form a new bond

What is the final product of the reaction mechanism?

• A dimeric structure

• A linear chain

• A five-membered ring with a carbonyl

• A six-membered ring