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5 Summary of Organic Nomenclature -- Part 13
Students who fail organic chemistry exams often do so because they have not practiced enough problems.
Others fail because they don't have the vocabulary.
If you can do the end-of-chapter problems without referring to the chapter, then you should do well on your exams.
Give the structures of any intermediates and predict the major products of the reactions.
When the compounds are ozonized and reduced, give the products expected.
Show how you would make these compounds.
Show how you would synthesise the following compounds by using 1,2-dimethylcyclohexene as your starting material.
If a product is shown, assume it is part of a racemic mixture.
Show how you would synthesise each compound.
Use the Schrock or Grubbs catalysts to show what products you would expect from the metathesis reactions.
The standard two-step ozonolysis procedure requires reduction of the ozonide in a second step, but Professor Patrick Dussault has developed an alternative.
Provide the structure of the major product at each step to complete each synthesis.
An approximate reaction-energy diagram shows the curves for the two possible pathways for ionic addition of HBr to 1-methylcyclohexene.
The curves show that 1-bromo-1-methylcyclohexane should be formed quicker.
The Cyclohexene is dissolved in the chloroform.
One equivalent of bromine is added to this solution.
There is a way to show how these compounds are formed.
Draw a reaction-energy diagram for the propagation steps.
Draw curves showing the reactions leading to the anti-Markovnikov products.
The road map scheme gives some reactions to a@pinene.
In contact with a catalyst, an unknown alkene reacts with three equivalents of hydrogen gas.
Remove the structure of the alkene.
The mechanism for the reaction should be proposed.
Borane is a deuterated form of the compound.
Predict the product formed when 1-methylcyclopentene reacts with basic hydrogen peroxide.
A small amount of an unexpected rearranged product was given by a routine addition of HBr across the double bond of a vinylcyclopentane.
Provide a mechanism for the formation of this product.
An unknown compound decolorizes bromine in carbon tetrachloride and undergoes catalytic reduction to give it a different color.
The structure should be for the unknown compound.
There are many reactions that are similar to organic synthesis.
asymmetric induction and stereospecific reactions are common.
There is no enan or diastereomer of this compound.
If we found conditions to convert fumaric acid to deuterated malic acid, we would oxidize it with D2O2 and NaOD.
You would expect the stereoisomer of deuterated malic acid to be formed.
The oxymercuration-demercuration of this alcohol has been observed.
There is a mechanism for this reaction.
The graduate student tried to form the iodohydrin.
The yield of an unexpected product was shown in her analysis.
There is a mechanism to explain the formation of this product.
There is a mechanism for reaction of the first three units of propylene in the presence of a peroxide.
Section 8-16A shows the cationic polymerization of isobutylene.
Under free-radical conditions, isobutylene is often converted to a liquid.
The isobutylene isobutylene is free-radical.
Different types of carbon-carbon double bonds can be ozoned.
There are two vinyl ether double bonds in the compound shown below.
Ozone reacts faster with double bonds that are electron rich and slower with double bonds that are hindered.
Two equivalents of ozone can be added at -78 degC.
A good yield of a single product can be achieved with immediate reduction of the ozonide.
The following two reactions have opposite regiochemistry.
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