Alkynide Multistep Synthesis

Example: Predict the MAJOR product of the following multistep transformation.  

4m

Example: Predict the MAJOR product of the following multistep transformation.  

6m

Example: Some hints on how to solve the transformation below

2m

Example: Using the hints given, provide the reagents to best perform the following transformation. 

5m

Example: Using the hints given, provide the reagents to best perform the following transformation. 

3m

Alkynide Multistep Synthesis Additional Practice Problems

Predict the organic product(s) of the following reaction. When appropriate, be sure to indicate stereochemistry. If more than one product is formed be sure to indicate the major product, if stereoisomers are produced in the reaction be sure to indicate the relationship between them. Draw the answer in skeletal form.

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Provide the products for each of the following synthesis. Your products must show stereo- and regiochemistry when necessary; label any chiral carbons with an asterisk.

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An acetylide ion can also add to carbonyl compounds. Show the product of the following alkyne synthesis by providing the product in it's condensed structural formula and also showing the mechanism. 

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Show how you would perform the following transformation.

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Fill in the box with the appropriate reactant, reagent, or product. Some boxes require more than one step.

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Consider the strucutres below and answer the following questions.

j. Which compound could be prepared from 1-butyne by reaction with LDA/C 2H5I, followed by reaction with sodium in liqiud ammonia in the presense of a proton donor such as ethanol? 

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Provide the reagents required for the following transformations. Note, that some of these methods will require more than one chemical step. All the steps and reagents must be included.

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Predict the final product(s) for the following multi-step reaction:

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What is the IUPAC name for the expected final product of the transformation below?

a) 3-Octyne

b) 5-Decyne

c) 3-Hexyne

d) 5-Octyne

e) 1-Octyne

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Predict the products.

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Predict the products

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Predict the product.

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What is the major organic product obtained from the following reaction?

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What is the expected major final product of the reaction sequence shown below?

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Determine the mechanism and predict the product of the reaction:

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Predict the product of the reaction:

 

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