Organic Chemistry
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Determine and explain the mechanism for the cyclopropanation of the given molecule.
The cyclopropanation reaction between an alkene and a singlet carbene is stereospecific. What does the stereospecificity of the reaction imply about its mechanism?
What products will be formed in the reaction given below?
The given synthesis is an early step in forming a certain organic molecule. Determine the reagent needed for this step.
Predict the compound that will be formed from the given reaction below.
Carbenes (CH2) are very useful in forming cyclopropanes from alkenes. Determine the mechanism of the given reaction below.
The cyclopropanation reaction between a singlet carbene and an alkene is stereospecific.
Illustrate the coordinate diagram for the reaction described.
The reaction of heating sodium tribromoacetate would generate dibromocarbene. Propose a mechanism.
A strong base like KOH converts bromoform (CHBr3) into an unknown intermediate. This intermediate reacts like a carbene.Propose the mechanism for the formation of this intermediate and draw its structure.
Give the products of the following carbenoid addition reaction.a. Cyclopentene + CHCl3, 50% KOH(aq)
Draw the products of the following carbenoid addition reactions.
Give the products of the following carbenoid addition reactions.
a. cis-but-2-ene + CH2I2, Zn (Cu) →
b. trans-but-2-ene + CH2I2, Zn (Cu) →
Show suitable reagents to carry out the following conversion.
The simplest carbene has a molecular formula of CH2 which is a class of reactive intermediate. Which reaction listed below is cyclopropanation most similar to?
For the reaction given below:
Determine the ways to produce the following stereoisomers by modifying the reaction.
The heterocyclic compound below is a remarkably stable carbene often used as a ligand in organometallic chemistry. Explain the stability of this particular carbene.
When the given alkene reacts with diazomethane, the alkene group is transformed into a cyclopropane ring. Show the mechanism of this reaction. [Note: The reaction is concerted, and you can ignore the stereochemistry of the product.)
Draw the product for the reaction of 1-methyl-4-(prop-1-en-2-yl)cyclopent-1-ene and an excess of CHCl3 and 50% aq. NaOH.
Draw the plausible mechanism that explains the given reaction.
Propose a reaction scheme for the synthetic conversion shown below.
trans-hex-3-ene → trans-1,2-diethylcyclopropane
Show how the compound below can be synthesized from methylenecyclobutane.
Methyl diazoacetate decomposes to give molecular nitrogen and a carbene upon strong heating. Draw the appropriate Lewis structure of the carbene.
(A carbene is a molecule that contains a neutral divalent carbon atom with two unshared valence electrons)
Methyl diazoacetate
Show how the following synthetic conversion can be accomplished.
The simplest carbene has a molecular formula of CH2 which is a class of reactive intermediates. Cyclopropanation of (E)- and (Z)- 2,3,4-trimethylhex-3-ene gives two different products. Rationalize this outcome.
Suggest an arrow-pushing mechanism for the reaction of the given alkene with the Simmons-Smith reagent.
Simmons–Smith reagent (ICH2ZnI) is a better reagent than diazomethane to convert a carbon-carbon double bond to a cyclopropane ring. Propose a mechanism for the following reaction.
