Conformational Analysis Flashcards
Staggered Degree Options
60, 180, 300
Eclipsed Degree Options
0, 120, 240
Are staggered or eclipsed conformations higher in energy? Why?
Eclipsed bc
(1) e- in eclipsed bonds repel
(2) staggered conformations have stabilizing C-H sigma bonds interactions and empty C-H antibonding orbitals
Anti vs. Gauche
Anti conformations feature larger groups 180 degrees apart
Gauche feature larger groups right next to each other
What is lower in energy: anti or gauche?
Usually anti bc the larger groups are on opposite ends (farther)
Steric Strain
PE of molecules increases due to e- repulsion arising from distance between atoms decreasing
Torsional Strain
Repulsion due to atoms being rotated around a sigma bond
E vs Z
Z: Priority groups on Zame Zide
E: not
What is the chirality of N sp3? Por que?
Achiral bc undergoes inversion very fast & so its enantiomers form a racemic mixture
Why are some N’s not chiral even though they have 4 different groups?
Bc the N is conjugated (its LP are used in resonance) and so it is actually sp2 hybridized, which cannot produce chirality
How many e- in an antibonding sigma is considered unstable?
2e-
What is higher in E, 2p AO or 2s AO?
2p bc it has a node & bc 2s does not have a node, its e- can be closer to the nucleus, making 2s lower in E
Does P have a node or nah?
Does have a node
Does S have a node or nah?
Nahh no node
Node Definition (in wave function)
change from + to - phase
Is S radial or angular?
radial
Is p radial or angular?
Angular
Does constructive interference enhance overlap? 왜?
Nah bc of nuclear repulsion
What is stronger, P or sigma bonds? 왜?
P is weaker than sigma bc
(1) Poor overlap in pi (maximum in sigma)
(2) p’s density is located above and below the atoms, while sigma’s e- density is between the atoms
Why do atomic orbitals hybridize?
To enhance overlap when forming a bond! :D
How many molecular orbital would form from n atomic orbitals?
n (same #!)
Nuclear Node vs. Antibonding Node?
Nuclear: AO’s node (ex: 2p)
Antibonding: change in sign between 2 diff. atoms
What requires more energy, sigma bond rotation or pi bond rotation?
pi
What requires more energy, a pi bond rotation or breaking a pi bond?
Same!
What requires more energy, a pi bond rotation or breaking a sigma bond?
pi bond rotation!