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598 Chapter 18

Copyright © 2017 Pearson Education, Inc.

Meisenheimer complex

a resonance-stabilized complex formed by addition of a nucleophile to a benzene

ring.

meta director

a substituent that directs an incoming substituent meta to an existing substituent.

nitration

substitution of a nitro group

1

NO

2

2

for a hydrogen of an aromatic ring.

nitrosamine

an amine with a nitroso

(N O)

substituent bonded to its nitrogen atom.

(

N

-nitroso compound)

nucleophilic aromatic

a reaction in which a nucleophile substitutes for a halo-substituent on a benzene ring.

substitution (S

N

Ar) reaction

ortho-para director

a substituent that directs an incoming substituent ortho and para to an existing

substituent.

phenyl group

C

6

H

5

Sandmeyer reaction

the reaction of an arenediazonium ion with a cuprous salt.

Schiemann reaction

the reaction of an arenediazonium ion with HBF

4

.

S

N

Ar reaction

a nucleophilic aromatic substitution reaction.

sulfonation

substitution of a hydrogen of an aromatic ring with a sulfonic acid group

1

SO

3

H

2

.

Suzuki reaction

a reaction that replaces the R group of a vinylic or aryl halide with an alkyl, alke-

nyl, or aryl substituent.

withdraw electrons by

withdrawal of electrons through

p

orbital overlap with neighboring

p

bonds.

resonance (resonance

electron withdrawal)

Wolff–Kishner reduction

a reaction that reduces the carbonyl group of a ketone to a methylene group using

NH

2

NH

2

>

HO

-

,

.