Organic Chemistry
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For the given alkyne, determine the product(s) when it undergoes halogenation reaction (with 1 equiv. Br 2).
For the given alkyne, draw the product(s) when it undergoes a reaction with Cl 2 (2 equiv.).
For the addition of Br2 and Cl2 to alkynes, trans addition is highly favored. However, more of the syn addition product is produced with chlorination. Justify this fact.
Determine the major product when the Br2 (2 mol)/CH2Cl2 reagent reacts with 3-hexyne.
Determine the major product when the Br2 (2 mol)/CH2Cl2 reagent reacts with 2-pentyne.
Determine the major product formed in a reaction between hex-3-yne and 1 eq. of Br 2 in CH2Cl2.
Determine the major product formed in a reaction between pent-2-yne and 1 eq. of Br 2 in CH2Cl2.
For the addition of 1 mole of bromine to 1 mole of 2-butyne, which one of the following is a better approach to the reaction?
Draw the mechanism for the reaction of 3-hexyne with one equivalent of Cl2.
Considering the stereochemistry of alkene halogenation, provide the configuration of the product of the reaction between 1-pentyne and 1 equivalent of Cl2.
Demonstrate how 1,1,2,2-tetrabromopentane can be formed from pent-1-yne.
Determine the product formed by the reaction of the given alkene with (1) Hg(OAc)2, H2O, followed by (2) NaBH4.
Determine the reagents needed to carry out the given reaction.
Predict each major product formed when the following alkene reacts via acid-catalyzed hydration and oxymercuration–reduction.
For the following alkyne, draw the product(s) when it reacts with Cl2 (2 equiv.).
In general, alkenes are more reactive to electrophiles than their corresponding alkynes. However, this reactivity difference is much greater and more evident in the addition of HBr as compared to the addition of Br2. Explain why this is the case.
The compounds α-pinene and β-pinene are just some of the terpenes that can be produced from geranyl diphosphate. Suggest an arrow-pushing mechanism for the conversion of geranyl diphosphate to β-pinene. Assume that an enzyme active site has an abundance of the acid/base needed.
Predict the product(s) if the following alkene undergoes acid-catalyzed hydration and oxymercuration–reduction.
Predict the product(s) that would result when the alkene below undergoes the following conditions: acid-catalyzed hydration and oxymercuration–reduction.
Draw the stereoisomeric products that are formed when pent-2-yne reacts with the following reagents.
1) H2/Lindlar catalyst
2) Br2/CH2Cl2
Which of the following stereoisomeric products are formed when pent-2-yne reacts with the following reagents?
1) Na/NH3(liq), −78 °C
What reagents would be able to synthesize the following compound via olefin metathesis?
Consider the following triolefin reaction using a metal alkylidene catalyst:
What is its mechanism?
What is the product of the metathesis reaction when it is catalyzed using Schrock or Grubbs catalyst?
Which of the below-given alkenes would be protonated faster?
It has been possible to synthesize lactones (cyclic esters) by electrophilically adding I―Cl to an alkyne. Draw the plausible mechanism for this reaction of cyclization.
Provide the arrow-pushing mechanism for the reaction below:
Chloroketones are synthesized when alkynes react with chlorine water. Determine the arrow-pushing mechanism that explains how the product formed.
Determine the reagents that are required for the following reactions.
The reactant in a stereospecific reaction must have stereoisomers. True or false?
Which of the following electrophilic addition reactions forms a carbocation intermediate?
Which of the following electrophilic addition reactions forms a three-membered ring ?
Which of the following electrophilic addition reactions forms a five-membered ring intermediate?
What would be the final yield of the following synthesis, if the percentage yield of each step is 60%?
Determine the identity of products obtained in the reaction of but-1-yne with each of the reagents shown below.(i) H2, Pd/BaSO4 catalyst, quinoline(ii) Br2 (1 equivalent)(iii) Br2 (2 equivalents)
Predict the stereoisomer obtained when 3-hexyne first reacts with I2 and then with Br2 in the presence of CH2Cl2.
