Suggest a method for synthesizing the following alkynes using an alkyne and an alkyl halide. [There are two correct answers for each product.]
(a)

Show how the following compounds can be prepared, using ethyne as one of the starting materials:

3. 2-methyl-3-hexyn-2-ol

Why is a cumulated diene not formed in the reaction shown above?

A chemist attempted to do the following acetylide alkylation reaction but was unsuccessful in several attempts, producing only the original starting materials in each case. Explain why the reaction didn't work.

Using the given starting material, any necessary inorganic reagents and catalysts, and any carbon-containing compounds with no more than three carbons, indicate how each of the following compounds can be prepared:

c.

Show how you would accomplish the following synthetic transformations. Show all intermediates.

c. but-1-yne → oct-3-yne

What is the major product of the reaction of 1 mol of propyne with each of the following reagents?

j. the product of part i followed by 1-chloropropane

What is the major product of the reaction of 1 mol of propyne with each of the following reagents?

i. sodium amide