Organic Chemistry
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Draw the ketone that is expected to be formed when the alkyne shown below undergoes the hydroboration-oxidation reaction.
What product is formed in a reaction of the given alkyne with Sia2BH in THF followed by H2O2, NaOH, H2O?
What is the product of the given reaction?
Provide the reagents needed to complete the following reaction.
Determine the major product formed when 3-hexyne reacts with R2BH in THF, followed by H2O2, OH−, and H2O.
Determine the identity of products obtained in the reaction of but-1-yne with each of the reagents shown below.(i) NaNH2(ii) HgSO4/H2SO4, H2O(iii) Sia2BH, followed by H2O2, −OH
Show how the following synthetic transformation can be accomplished. Give the structures of all intermediates.
trans-but-2-ene → cis-but-2-ene
Examine the following reactions and predict the major products.
Hydroboration-oxidation of internal alkynes produces ketones while the same reaction for terminal alkynes produces aldehydes. Draw the final product when ethynylcyclohexane is subjected to hydroboration-oxidation. Additionally, show any intermediates.
Hydroboration-oxidation of internal alkynes produces ketones while the same reaction for terminal alkynes produces aldehydes. Draw the final products when 1-cyclohexyl-1-propyne is subjected to hydroboration-oxidation. Describe why hydroboration-oxidation of an unsymmetrical internal alkyne results in a mixture of products.
For the compound shown below, predict products that result when it undergoes the following:a. Acid-catalyzed hydrationb. Hydroboration-Oxidation
For the compound shown below, predict products that result when it undergoes the following:
a. Acid-catalyzed hydrationb. Hydroboration-Oxidation
a. Acid-catalyzed hydration
b. Hydroboration-Oxidation
Show how the following product can be formed starting with 1-butyne.
Give the products of the reaction shown below.
Consider the following functional-group interchange:
i. Identify the common reagent used for this reaction.
ii. This can also be accomplished using the alternative method shown below. Propose mechanisms for these steps:
Provide the product(s) of the reaction shown below.
Provide a hydrocarbon that can be used to synthesize the following organoboron compound:
i. The hydroboration-oxidation of 3-hexyne produces one product, while the hydroboration-oxidation of 2-hexyne produces two products. Why?
ii. Provide the names of two more internal alkynes that produce a single product when subjected to hydroboration-oxidation.
What product will be formed when hex-1-yne undergoes: (1) acid-catalyzed hydration (in the presence of HgSO4); (2) hydroboration-oxidation?
Predict the product formed when but-1-yne reacts with:
(1) aqueous solution of H2SO4, HgSO4
(2) Sia2BH in THF followed by H2O2, NaOH, H2O