Chapter 8 Notes

Oxidativecleavageofalkynes

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Unformatted text preview: t,
the
water
molecule
can
act
as
a
 nucleophile
to
open
the
halonium
ion.

The
product
is
a
halohydrin.
 In
unsymmetrical
alkenes,
the
bromonium
ion
will
have
some
of
its
δ+
charge
density
 on
the
most
substituted
of
the
two
carbons.

The
most
substituted
carbon
can
best
 accommodate
δ+
charge.

The
water
nucleophile
will
tend
to
react
at
the
carbon
with
 the
most
δ+
charge.
 Carbenes
have
divalent
but
neutral
carbons
with
a
lone
pair
of
electrons.

Carbenes
are
 highly
reactive.
 Structure
and
Reaction
of
Methylene
 Methylene
can
be
made
by
heat
or
light
initiated
decomposition
of
diazomethane.

Loss
 of
a
molecule
of
the
stable
gas
nitrogen
drives
this
reaction.
 Divalent
Carbon
Compounds:
Carbenes
 Methylene
reacts
with
alkenes
to
form
cyclopropanes.
 Reactions...
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This note was uploaded on 06/19/2009 for the course CHEM 2311 taught by Professor Tyson during the Fall '07 term at Georgia Tech.

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