In this activity, you will be given a series of questions. These questions will involve explaining mechanisms for alkyne reactions and discussing regioselectivity and tautomerism. The link to a chemistry drawing tool is provided; you should explore the features and familiarize yourself with the functions before starting the activity. Note that you are not required to share the structures or mechanisms you drew when sharing your responses.

Step 1 - Review

Review the material from this module, paying particular attention to the different mechanisms of alkyne reactions, Markovnikov’s rule, and the use of catalysts.

Step 2 - Respond

Answer the following questions:

1. Alkynes can be synthesized by the following scheme:
   
   With reference to the scheme, design the synthesis route of 1-pentyne from 1-pentene and explain its mechanism. You can practice drawing the mechanism in the chemistry tool.
   

2. Explain the use of platinum or palladium catalysts in hydrogenation reactions of alkynes. Are there any special conditions required when using these catalysts?
   

3. Internal alkyne can be converted into trans-alkene using sodium (or lithium) in liquid ammonia. Explain the mechanism of this type of reaction. The general scheme is provided below. You can practice drawing the mechanism in the chemistry tool.
   
   

4. Look at the reaction below and answer the questions that follow
   

1. What is the name of this reaction? 

2. Explain the mechanism of the reaction. You can practice drawing the mechanism in the chemistry tool.

3. Explain the regioselectivity that occurs to give the final product.
   

5. Hydroboration oxidation reactions result in tautomerization. Examine the incomplete reaction scheme below.
   

1. Complete the reaction mechanism for both pathways and explain what happens. You can practice drawing the mechanism in the chemistry tool.

2. Explain the concept of tautomerism and why it occurs here.

To share your work, click the “Add a new discussion topic” button under this post and paste your work into the “Message” box. Make sure to reference others’ intellectual property when necessary. All references should follow 7th Edition APA formatting. For further instructions, see the resource on the Himmelfarb Health Sciences Library: APA citation resource (N.B.: references are excluded from word counts). Note that you do not need to share your drawings done in the Chemistry tool, but you can discuss them if needed.

Step 4: Interact 

To complete the activity, evaluate and categorize the work from one of your peers based on items A - E of the rubric below. Provide a rationale for your grade and comments or suggestions for improvement. To post a reply, click “Reply” on a particular discussion, write your feedback, then click “Post to forum.” You can use the list below as an example: