Organic Chemistry- Chapter 15: Benzene and Aromaticity
1,4-dimethypentylbenzene
15.18 Give the IUPAC name for the following compound
1-Floro-2,4-dinitrobenzene
15.18 Give the IUPAC name for the following compound
5-bromo-1,5-dimethylbenzene
15.18 Give the IUPAC name for the following compound
m-bromobenzoic acid
15.18 Give the IUPAC name for the following compound
o-bromoproylbenzene
15.18 Give the IUPAC name for the following compound
p-chloroaniline
15.18 Give the IUPAC name for the following compound
Draw
15.19 Draw the structure corresponding to the following name. 3-Methyl-2-phenylhexane
Draw
15.19 Draw the structure corresponding to the following name. p-Iodonitrobenzene
Draw
15.19 Draw the structure corresponding to the following name. 1,3,5-benzenetriol
Draw
15.19 Draw the structure corresponding to the following name. 2,4,6-Trinitrophenol(picric acid)
Draw
15.19 Draw the structure corresponding to the following name. 3-Methyl-1,2-benzenediamine
Draw
15.19 Draw the structure corresponding to the following name. m-Bromophenol
Draw
15.19 Draw the structure corresponding to the following name. o-Aminobenzoic acid
10 pi e-
15.37 Indole is an aromatic heterocycle that has a benzene ring fused to a pyrrole ring. (a) How many p electrons does indole have?
Aromatic protons appear as two doublets Benzylic methyl protons appear as a sharp singlet.
Aromatic protons appear as.... Benzylic methyl protons appear as....
Benzene is very stable and has a lower heat of hydrogenation
Cyclohexene reacts rapidly with Br2 and gives the addition product 1,2-dibromocyclohexane, but benzene reacts only slowly with Br2 and gives the substitution product C6H5Br. Explain why.
The cyclooctatetraenyl dianion is aromatic (ten pi electrons) and is flat
Cyclooctatetraene readily reacts with potassium metal to form the stable cyclooctatetra- ene dianion, C8H822. Why do you suppose this reaction occurs so easily? What geometry do you expect for the cyclooctatetraene dianion?
draw
Draw 1-Chloro-3,5-dimethylbenzene
draw
Draw m-Chloroaniline
draw
Draw p-Bromochlorobenzene
draw
Draw p-Bromotoluene
An aromatic ring that does not undergo addition reaction because of the high stability and instead undergoes a substitution reaction.
Explain this diagram.
1,2,3,5-tetramethylbenzne
Give the IUPAC name for the following compound:
1-ethyl-2,4 dinitrobenzene
Give the IUPAC name for the following compound:
2,5-dichlorotoluene
Give the IUPAC name for the following compound:
3-methylbutylbenzene
Give the IUPAC name for the following compound:
m-bromochlorobenzene
Give the IUPAC name for the following compound:
p-bromoaniline
Give the IUPAC name for the following compound:
6 pi e-
How many pi electrons does that molecule have?
Meta-
Is the following compound ortho-, meta-, or para-disubstituted:
Ortho-
Is the following compound ortho-, meta-, or para-disubstituted:
Para-
Is the following compound ortho-, meta-, or para-disubstituted:
Anti-aromatic 4n+2=4 pi electrons n=.5
Is this structure an aromatic, anti-aromatic or a nonromantic ring?
Aromatic 4n+2=6 pi electrons n=1
Is this structure an aromatic, anti-aromatic or a nonromantic ring?
Nonromantic Molecule is tub-shaped
Is this structure an aromatic, anti-aromatic or a nonromantic ring?
2,4,6-Trinitrotoluene
Name the compound.
2,5-Dimethylphenol
Name the compound.
2-Phenylheptane
Name the compound.
4-Bromo-1,2-dimethylbenzene
Name the compound.
Acetophenone
Name the compound.
Aniline
Name the compound.
Benzaldehyde
Name the compound.
Benzoic acid
Name the compound.
Bromobenzene
Name the compound.
Nitrobenzene
Name the compound.
Oath-Xylene
Name the compound.
Phenol
Name the compound.
Phenyl group
Name the compound.
Propylbenzene
Name the compound.
Styrene
Name the compound.
Toluene
Name the compound.
m-dimethylbenzene
Name the compound.
o-dichlorobenzene
Name the compound.
p-chlorobenzaldehyde
Name the compound.
Benzyl group
Name the compound.›
Anthracene
Name the polycyclic compound.
Benzopyrene
Name the polycyclic compound.
Coronene
Name the polycyclic compound.
Napthalene
Name the polycyclic compound.
Two benzene resonance forms by using a circle to indicate the equivalence of the carbon-carbon bonds
What does this represent?
If a conjugated, cyclic, planar structure has a certain number of pie electrons that does not give a whole number for n using 4n+2 rule, then it is not an aromatic ring.
What is Huckels Rule?
A conjugated, cyclic, planar, structure that gives a fraction for Huckels rule.
What is considered a anti-aromatic ring?
A structure that is either not conjugated, cyclic, planar.
What is considered a non-aromatic ring?
