15 Flashcards
Epichlorohydrin +BPA
forms gorilla glue for adhesive. Makes chains.
Regioselectivity, acids prefer the _____ substituted carbon
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Conjugated double bond
Double bonds that alternate with single bonds, with interaction by overlap of the p orbitals in the pi bond
Isolated Double Bond
Double bonds separated by two or more ingle bonds
Cumulated double bond
successive double bonds with no intervening single bonds.
Conjugated double bonds are more/less stable than isolated double bonds.
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Heats of hydrogenation
The enthalpy of reaction that accompanies the addition of hydrogen to a mole of an unsaturated compound.
Lower heat of hydrogenation means
a more stable molecule
Resonance energy
the extra stabilization provided by delocalization, compared with a localized structure.
Bonding molecular orbitals
orbitals that are lower in energy than the isolated atomic orbitals.
Antibonding molecular orbitals
orbitals that are higher in energy than the isolated atomic orbitals
nonbonding molecular orbitals
orbitals that have the same energy as the isolated atomic orbitals.
orbitals are a mathematical representation of probability of electron density.
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constructive overlap
an overlap of orbitals that contributes to bonding
destructive overlap
An overlap of orbitals that contributes to antibonding
Diels-Alder reactants
Diene (electron rich) reacts with an (electron poor) alkene to form a cyclohexene ring.
Diels-Alder reactant requirements (diene)
S-trans must be switched to s-cis before reacting (Constructive overlap needs to occur, trans too far)
Dienes locked in the s-trans
will not undergo diels alder
Dienes locked in s-cis
will readily undergo diels alder
Endo rule
The stereo chemical preference for electron-poor substituents on the dienophile to assume endo position in a bicyclic Diels-Alder product.
D or EDG is
an electron donor group
W or EWG
Electron withdrawing group
Conservation of Orbital Symmetry
A theory of pericyclic reactions stating that the Molecular orbitals of reactants must flow smoothly into the Molecular orbitals of the product.
Homo
highest occupied molecular orbital