More eliminations Flashcards
what is hyper conjugation
it describes the stability that is induced by the number of alkyl groups attached to a alkene bond
the alkyl groups act as electron-donating groups that donate electron density into the π* antibonding oribital
When do we get a Hoffman product
we get a hoffman product when we have an elimination mechanism with a strong bulky base
What is the Zaitsev product
it is the formation of a more substituted alkene
why can’t a strong bulky base take the inner proton
because it is blocked by the steric effect so it takes the most accessible proton
Why is anti periplanar required for E2
it allows the empty p orbitals to line up and create a double bond
if you have no anti-periplanar hydrogens and only have syn, can an E2 occur
no, you need a anti-periplanar
what is syn periplanar
syn-periplanar where the hydrogen and the leaving group are on the same side of the C-C bond
when is a hydrogen antiperi planar in a chair conformation
only when it is axial, an anti-periplanar hydrogen cannot be equatorial
what happens to the carbons attached to the double bonds
they become sp2 hybridized and lose their stereochemistry so we draw them in plane
what is deuterium and why is it used
it is an isotope of hydrogen and is used to track mechanisms
what are the reactants and products of an acid-catalyzed dehydration of an alcohol
a tertiary alcohol and an acid come together to form an alkene
what is the steps of an acid-catalyzed dehydration of an alcohol
the alcohol is protonated by the acid to form a good leaving group
then the leaving group leaves and the weak base deprotonates the substrate and forms an alkene and the original acid
what is the meaning of acid-catalyzed in an acid catalyzed dehydration reaction
it means that the acid is regenerated
what is the meaning of dehydration in an acid catalyzed dehydration reaction
there is a loss of a water molecule
what type of mechanism is a acid catalyzed dehydration of an alcohol
an E1 mechanism
