Illustrated Glossary of Organic Chemistry
Conjugate
addition
(1,4-
addition
):
Addition
to the
β carbon
of an
α, β-unsaturated
molecule
such as an
enone
,
enal
, or
1,3-diene
.
This
Michael addition reaction
is a
nucleophilic
conjugate
addition reaction
because lithium di
methyl
cuprate
(a
nucleophile
; in red)
adds
to the
β carbon
of an
enone
(an
α, β-unsaturated
ketone
). The reaction can also be called a 1,4-
addition
because the
nucleophile
added
to position 4 of the
α, β-unsaturated
system.
+
3,5-dibromo
cyclopent
-1-
ene
1,4-
addition
product
3,4-dibromo
cyclopent
-1-
ene
1,2-
addition
product
Electrophilic addition
of Br
2
to
cyclopentadiene
gives two
products
: 3,5-dibromo
cyclopent
-1-
ene
(from 1,4-
addition
) and 3,4-dibromo
cyclopent
-1-
ene
(from 1,2-
addition
).
Related terms:
Conjugate acid
,
conjugate base
,
conjugation
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