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Week 13 Self-Assessment Discussion

Terms in this set (20)

What is a conjugated alkene?
connected p orbitals with delocalized electrons in a molecule
What does conjugation generally do?
lowers the overall energy of the molecule and increases stability
What is conjugation in aromaticity?
when at least three p orbitals overlap
What is aromaticity?
a property of cyclic planar structures with pi bonds in resonance that gives increased stability as compared to other geometric or connective arrangements with the same set of atoms
What is aromaticity also known as?
Aromatic stabilization
Benzene is an aromatic molecule. True or false?
True. (it follows the criteria for an aromatic compound)
True or false? Benzene functions as a nucleophile.
true
What is the criteria to determine if a compound is aromatic?
-The molecule or group must be cyclic.
-The ring must be planar.
-Each atom in the ring must be sp2-hybridized.
-The number of pi electrons in the ring must equal 4n+2, where n is any positive integer including zero.
What is the most stable aromatic compound?
benzene
What is Huckel's rule?
It is a rule to determine if a planar ring molecule is aromatic or not. It states that if a cyclic, planar molecule has 4n+2π electrons it is aromatic
True or False? Fused-ring structures can also fulfill the Hückel criteria
True! Fused rings often have many of the same properties as monocyclic aromatic compounds, including a planar structure
Does an aromatic structure have to be cyclic?
yes
True or False? Each atom in the ring must have a hybridized p orbital.
False! Each atom in the ring must have an UNhybridized p orbital.
Aromatic molecules contain ________ pi electrons.
4n + 2 (n= positive integer)
Are aromatic compounds polar or nonpolar?
nonpolar
Is the "tub conformation" of cyclooctatetraene aromatic?
No because it violates the first rule. It does not have a ring of continuously overlapping p orbitals. They do not overlap in the tub formation so it is considered to be nonaromatic. We can oxidize it and make it aromatic.
If a compound does not have a perfect filled shell of bonding MOs, is the molecule nonaromatic or aromatic?
nonaromatic
Is cyclooctatetraene aromatic, antiaromatic, or nonaromatic?
nonaromatic
Is pyridine aromatic?
Yes, it is an aromatic heterocycle
Is pyrrole aromatic?
Yes because pyrrole is cyclic and conjugated. There are 6 total pi electrons, which is a Huckel number (i.e. satisfies 4n+2).
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