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Organic Chemistry Reactions: Addition & Elimination

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water
alkene/alkyne
halogen
3) +
4)
hydrogen
H,0 + Hydration
HX
+
Hydrohalogenation
(H0)
alkene/alkyne
hydrogen
2) +
reactions
1) addcanWe
triplebonds
break
open
Addition
H,
+
H
Halogenation Hydrogenation-
alkenes
+
alkene/alkyne
H
H
halide
H
add
+
alkene/alkyne
H
of
Hz0
H
H
alcohol
-
(X=
HX
(X
Halogen:
=
product)
(Major
haloalkane
Halogen:
H
H
H
add
H
H
H
conditions:
Reaction
place.
take No
Markovnikov's
number
it. atom atom
water
Heat Reaction
number
e.g.
Markovnikov's
Strong
(HT0) conditions:
it. atomatomwil reactant
(Form
which will
but
or
form dilute
H3PO4
of acid
the
to
H
rule:
the the
groups)
bonded
to
H
rule:
the
groups)
bonded to the
catalyst
H
H
Dehydration-
4)
needs alkene
in
Pt, to a
non-polarneeds
have
Ni
or
Pd. a to
catalyst
solvent be
if
it
is
to
H
haloalkane
H
alkane
Hremove
remove
or reaction
alkyne -7the
a
opposite
e.g. double
is
remove chain Clh),
a
-
alkene
H
H
Fz,
Cl2,
H F2,
Brz,
I2)
Inand
HX
(X
+
H
H
H
H
H
product)
(Major
product)
(Minor
Halogen:
H
alkene
H
H
-H
conditions:
Reaction
hol
acid lystRequires
with
eg.
Sulfuric
as should
with
oms. Zaitzev's
moved
(Keeps the
rule:
number
carbon
groups)
acid
H
H atom
of
atomH is
at re
is
beheating
inor
known excessH3PO4.
agent.
acid of
an
The cata alco
=
Cl2,
Br2,
Reaction
NaOH/KOH
conditions:
Reaction
in
solvent
ethanol
Takes
Takes
moved concentrated
heating
reflux.
under
with
l2) conditions:
oms.Zaitzev's
(Keeps the
a
fromthe
HzSO4
the
least dehydrating concerntrated
biggest
X
(X
hydrogen
H alkene +
=
Halogen:-=CH
halogen
alkene +
product)
(Minor
H
or
triple
or
reaction
as a triple
hydrogen
a REACTIONS
Hz
product.
bondedwhere
to
Hz
+ H
halide the atoms
compOund.
addition
or
(SATURATED
or
water
groups
reactions
H20.
H,0
H
product)
(Major
H
Indouble
reaction
or
remove -
H20halide +
hydrogen
H
addition
either
ELIMINATION
is
HX
+
’
--=c-H
of
double
the
H0.
2)
ther This cule An
1)halogen
Dehalogenation Dehydrogenation
elimination
H
to
an
reaction
form
H
H
alkene
H
haloalkane
(Group
H
HC-CC-C-H
water
side The
REACTIONS
ORGANIC
3)
C-H’
water
(H20) ’
either
or
dis
H
H -o-0-I
H
’
halideSATURATED)
on
molecule.
Dehydrohalogenation
H
alcohol
-Ç-H
eg.
present
42
H-(
alkane
Fz,
to
be
if
it
is
to
greater
carbon The
are
atoms
added
chain
7(UNSATURATED
are
as
e.g.
to
added
a
the
Cl2),
product.
carbon to
a
an
Hydrogen
organic
atoms
H
water
present
atoms
where
an
alkane
The
presentconditions:
solved
and Reaction
conditions:
Reaction
place
take No
to
be
atoms has
steam
greater
carbon The
of
Hbond
biggest
halogenREACTIONS
Cl2,
Br2,
I2)
(Form
HzSO4
in
which
biggest ofHbond
atoms has
X
H
Fz,
Clz,
Br2,
I2)
and are
alkynes
add (H2), reactions
the
Hz
form a new
(Group
H
X
H
-H
to
H
product)
(Minor
product)
(Majorhaloalkane
H
H
H
H
H
product)
(Minor
add -
12
Science
ADDITION Essentials
or
H
H
’
Hhydrogen
H
H
HC-C=C-H
Grade
bond.
reactions
least
biggest
number
place
as
from
rule:
the
carbon
the
in
the
solvent.
H presence
H atom
Strong
groups) of
atom
is
H
at re
place
in
an
of
elimination
is
are
UNSATURATED)
the
Pd.or
The
presence
Reaction
removal
alkane
unreactive
to
be
Pt, the
Ni
’
removed
reactions,
of
conditions:
needs
a
catalyst
eg.
of
atoms
in
from
SCIENCE
an
organic
CLINIC
of
hydrogen
alkanes
form (H2),
er a
2022
mole
©
H,0
na
acidcondensation
reactants
in
+
concentrated
occur
CLINIC
the
which
H
H
a different are
from
a
H
alkene
SCIENCE
is
as
anduseful
oil
substances/chains
H
smells
known
of
removed H
Crude
and
a
readilytype
versa.
in
of
H
1
oil
are
REACTIONS
to column
resulting more
also various
presence
(up crude vice
+ 4
carbons. more ais
Theyandand
high
alkenes.
is
smaller
is water
Cracking
3C02’6C0
pressure
and
distillation
hydrocarbons
and
theetc.
and
The
moment.exothermic
differentburn
The
into
of
thereaction
and for apple
atmospheres)
’
top. bottom ESTERIFICATION
and
H
hundreds they cracking.
responsible
in
low
column.
alkane
chains
molecule
+ o
502 702
alkanes fractional
the
acid
the
’ CRACKING
as
and
is
H
H
the
elimination
at
are
H
fuels
oil
at
at When
+
banana
carboxylic
chains
hydrocarbon
of crude
of
world reactions 2CsHg ’
theat
H
coolest
organic
70
C
Products:
condense
are
engines. CsHs
a
Balancing: chains asuse result
up
carbon
into
to
the
like
an Esters
of
andrises
oxygen):
(up
a of one SmellsH
longsource to aas
passed
in These
and
long
useful
long bottom
pressures
fuelvarious
typeform
products
catalyst.
gas and
reaction.H
oxygen):
very
alcohol
points
of
(insufficient
crack
of dioxide.
pleasant
the alkenes
is
each more
and
H2.
a molecules
up
source
is
for
oil the
of
H
H
reaction
up and are breaking
the
highno to crude as boiling
the
(excess
an
fuel
at
condenses
with
H
carbon
H
generally
between
catalyst
be
in
madehydrocarbons
hottest
mainas
of
+
hydrocarbons.
amounts
of hydrocarbons
will
heated
combustion
Incomplete
organic
chains
product
alkane
use
higher
H
H
This
and
combustion
thealkane
be
the and
Catalytic
Thermal
cracking
a
is and alkenes
makes cracking
energy
H2SO4. are
OR
reaction
can
is
H
usesThecolumn
are water
hydrocarbon
have
twoa
Cracking
as they
points
and
Hydrocarbons
Hydrocarbons
temperature.
chain
method
H
method
H
as
forms
large
electrical Complete
will
catalyst,
and
alkene
a
form
reaction
The
H-(H
is
boiling
chains
Shorter
mable.
many
andture
This
theyheat.
Thislong This lyst. and
tion.
An
of
production
oxygen
of
quantities
with
energy
energy
the
react
in large
+
usedalcohols t 8H,0
produce 4H20
G
2022
alkanes
lowcatato longest
according
anda
over the
atmosphere)
Products:
to
passed
with
separates
temperatures
of and flamhydrocarbons.
reac
mixture
types more elimination
the
crack
H’H-C
Water
ester
COMBUSTION/OXIDATION
H-o-C--
carbox
acid
H
-H
-
REACTIONS
ORGANIC
or comreplaced
between
-ç-¢-o-H
dissolved
andaqueous
the
ofpresence
in sunlight/heat
conditions:
Reaction
place
are place
SATURATED)
takes
molecule
take
with
Reaction
halide
hydrogen
of
H
(X
group
haloalkanes
Xz
or
H
Substitute
atom
or
atonm
SUBSTITUTION
an alkanes,
another
when
H
+
haloalkane
H20
H
Hydrolysis
+
halogen
H,0/
12
Grade
are
that
pounds
H
SubstitutionAlkanes:
alkane
H
H
H
1)
H
H
2)
H
X
H
H
H
H
H
H
H
HydrohalogenationH
HX’
’
H20/NaOH/KOH
KOH
Tertiary
alcohols
+
haloalkane
Alcohols:
HH -
H
H
H
H
X
3)
halide
alcohols
’
halide
+
secondary
H- -¢- -Hhydrogen
+
HHaloalkanes:-¢-¿-H
H
+
haloalkane
water
H
H
NaOH/’
Halogenation-
-c-c-x
+
H,0
H
H-¢
H
is rorsaturated
Essentials reactions
SWopped/exchanged
to
=
(X
H)X
alcoholSubstitute
H--H
H
Substitute
X
Highbe
+
haloalka
water
KX
of
treated
temperature.
HX
Require
+
H
NaX/
HX/
alcohols.
atoms,
REACTIONS
group and =
concentrated
withH)SO4.
temperatures
present
Clz,
Fz,
HX/NaX/KX
+
Halogen:
in
Brz,
’
(SATURATED
Clz,
an Substitution
Fz,
in
+
HX
Halogen: -H
atoms
Science
treated
Thean
reactions
oraanic I2)
andNaBr
conditions:
Reaction
conditions:
Reaction
at
I2)
Brz,
H
need
and
room
solution
Reaction
conditions:
solution
is hot NaOH/KOH
haloalkane
ethanol
alcoho
H
H
H
and
+
alcoholPrimary
hydrogen
+
alcohol
H
H
H
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