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14 Cards in this Set
- Front
- Back
What does the Finkelstein Reaction consist of? |
The substitution of a Cl group with an I group |
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What reaction is an example of a pericyclic reaction in which pi electrons interact to form sigma bonds? |
Diels-Alder |
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Pericyclic reactions (of which cycloaddition is one type) proceed through _,_ transition states. |
Cyclic, concerted |
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What is the typical interaction of the HOMO and LUMO in a DA reaction? When it's opposite, what is it then called? |
The HOMO of the diene reacts with the LUMO of the dienophile; when it's opposite, it's called an inverse electron demand DA rxn |
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What do sunburns do to double bonds that eventually can cause cancer? |
Puts DBs in the excited state so that 2+2 double bonds are allowed making a 2+2 cycloaddition in DNA, and the misreading allowed for oncogenic mutation |
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What is the most favorable conformation for DA? |
locked s-cis, and then a molecule which has an s-cis conformation |
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Which is thermodynamically favored, exo or endo? Kinetically? |
Thermo = exo, endo = kinetic |
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What is an example of a 1,4 or conjugate addition? |
The DA reaction |
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A concerted reaction that involves the cyclic flow of electrons is called a... |
Pericyclic reaction |
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When both starting materials are achiral, the product of the reaction is... |
Racemic |
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If, in a reaction where there are two products formed [(1,2) and (1,4)], the less stable product is formed more, what must be true about the products overall? |
They are not at equilibrium, because the kinetically favored and less-stable product is the majority |
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When the products of a reaction do not come to equilibrium under the reaction conditions, the reaction is said to be... |
Kinetically controlled |
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If the products of a reaction come to equilibrium under the reaction conditions, the reaction is... |
Thermodynamically controlled |
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When the diene has two different substituents that are trans to each other, and can thus have two products where each substituent has different stereochemistry, what does this mean? |
It means that both products are endo; there is no exo because in both transition states the R group of the diene is facing the dienophile |