Organic Chemistry
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Determine the product of the acetylide alkylation reaction given below. Note: verify the number of carbon atoms in the product.
Draw the product of the acetylide alkylation below. Note: verify the number of carbon atoms in the product.
Which acetylide ion and carbonyl are suitable for the synthesis of 2-methylhept-4-yn-3-ol?
Which acetylide ion and carbonyl can be used to synthesize 3,7-dimethyloct-4-yn-3-ol?
Determine the acetylide ion and carbonyl that is suitable to make 5-phenylpent-3-yn-2-ol.
Draw a suitable mechanism for the acetylide alkylation reaction given below.
Determine the mechanism of the synthesis process that involves quenching with acid after the reaction of sodium acetylide and etiocholanolone.
Draw the product of the alkynide reaction shown below.
Draw the product of the alkynide reaction given below.
What reagents are required to carry out the following reaction?
What reagents are required to carry out the reaction shown below?
A student made a mistake completing the following reaction equation. Identify the mistake and correct it.
A student has made a mistake completing the following reaction equation. Identify and correct the error.
Determine the product formed in a reaction between 3,3-dimethylbut-1-yne and sodium amide.
Provide two sets of reactants that might be used to synthesize the following alkyne: each containing an alkyl halide and a nucleophile.
(CH3)3CCH2CH2C≡CCH2CH2CH2CH3
Why should ethyne be alkylated before nucleophilic addition and not after?
HC≡CH → alcohol
When the following ester is treated with excess acetylide ion and then pyridinium chloride, what type of product is expected?
Determine the major product when 1 mol of 3,3-dimethylbut-1-yne reacts with sodium amide, followed by 2-bromobutane.
Show which halides can be used with acetylene as starting material to synthesize the following compounds.a. Pent-1-yneb. But-2-ynec. Pent-2-yne
What is the product of the acetylide alkylation reaction shown below? (Take note of the correct carbon count in the resulting product.)
Explain the following observations regarding the three-step reaction:
(i) Three equivalents of base (NaNH2) are required.
(ii) The reaction of D-Cl with the product from step 2 incorporates deuterium at the terminal carbon.
Determine the Keq of the given acid-base reaction, and tell if the base used is good enough to remove a proton from acetylene to produce acetylide anion.
Compute the Keq of the given acid-base reaction, and state if the base used is good enough to remove a proton from acetylene to produce acetylide anion.
Provide the product of the acetylide alkylation shown below. (Check if the product you provided contains the appropriate amount of carbons.)
Determine the Keq of the acid-base reactions below and choose the best base to deprotonate propyne.
Provide the reagents that can be used to form the desired products in the following reaction:
A researcher is asked to synthesize 4-nonyne from the product of the reaction of 1-pentyne with sodium amide by the addition of 1-chlorobutane. However, there is no available stock of 1-pentyne. What other way can the researcher prepare 4-nonyne?
What is the product of the reaction sequence given below?
Give a step-by-step process of synthesizing the compounds below using acetylene and an alkyl halide. If the compound cannot be synthesized using the mentioned starting materials, explain why.
(i) 5,5-dimethyloct-3-yne
(ii) 7-methyloct-3-yne
(iii) cyclooctyne
Explain why an alkyne is formed rather than a cumulated diene in the reaction shown below.
The given alkylation reaction of the acetylide would be unsuccessful and would only produce the original substrate. Explain why the reaction is unsuccessful.
Indicate how the following product can be synthesized using the provided starting material, any required inorganic reagents and catalysts, and any carbon-containing compounds with no more than three carbon atoms:
How can you synthesize the following alkyne by combining an alkyne with an alkyl halide? (The following alkyne can be synthesized in two ways.)
Show how the following synthetic transformation can be accomplished. Give the structures of all intermediates.pent-1-yne → oct-4-yne
Provide a reaction scheme for the synthesis of 3-ethyloct-4-yn-3-ol using ethyne as the starting material.