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Electrophilic Aromatic Substitution

Examine the twelve structural formulas shown at the bottom of this page, and select those that satisfy each of the following conditions. Enter one or more letters ( A through L ) in each answer box, reflecting your choice for each.
Do not enter superfluous characters, since they will be counted as incorrect answers.

1. Which compounds undergo electrophilic nitration more rapidly than benzene? ..............
2. Which compounds give meta substitution under electrophilic bromination conditions? ..



A
Structure of toluene: benzene ring with a methyl (CH3) substituent
B
Structure of N,N-dimethylaniline: benzene ring bearing an N(CH3)2 amino group
C
Structure of benzenesulfonic acid: benzene ring with an SO3H group
D
Structure of nitrobenzene: benzene ring with an NO2 nitro group
E
Structure of anisole: benzene ring with an OCH3 methoxy group
F
Structure of benzoic acid: benzene ring with a CO2H carboxylic acid group
G
Structure of acetanilide: benzene ring with an NH-C(=O)CH3 acetamido group
H
Structure of the trimethylanilinium cation: benzene ring with a positive N(CH3)3+ group
I
Structure of tert-butylbenzene: benzene ring with a C(CH3)3 group
J
Structure of propiophenone: benzene ring with a C(=O)CH2CH3 propanoyl group
K
Structure of bromobenzene: benzene ring with a bromine (Br) substituent
L
Structure of phenylacetaldehyde: benzene ring with a CH2-CHO group

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