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TBR OChem2 Opt

TBR OChem2 Opt

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Published by Ramski
OCHEM MCAT
OCHEM MCAT

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Categories:Types, School Work
Published by: Ramski on Mar 13, 2013
Copyright:Attribution Non-commercial

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04/23/2014

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Organic
ffiemist
Ya
II
Sections
V-VilI
Section
V
Carbonyls
and
Alcohols
Section
VI
Section
VII
NitrogenCompounds
Section
VIil
'
'
Organic
ChemistryLaboratory
Techniques
Kr
E.
V.
I.
E.IilI
@
Specializing
in,
MCAT
Preparation
 
Section
V
Carbonyls
and
Alcohols
by
Todd Bennett
o
il
-c\"
 
CH,I
o
ll
n
OH-Cr+
Cl3
-L,/\
--
R
-
-ott
+
HCI3
yeliowoil
Oxygen
Containing
Compounds
,
a)
Alcohol
Properties
b)
Alcohol
Reactivity
,
c)
Alcohol
Spectroscopy
,
d)AldehydeandKetrrnePro,p.ertie.s
e)
Aldehyde
and
Ketone
K€activity,
f)
Aldehyde
and
Ketone spectroscopy
g)
Ketals
and
Acetals
:
i.
Protecting
Oroups:
h)
CarboxylicAcidsand
Derivatives
i.
Carboxylic
Acids
ii.esters
,r,
iii.
Lactones
iv.
Acid
Anhydrides
v.
Acid
flalides
,
vi.
Amides
Carbon5rl
Reactivity
l
a)
Attack
at
Carbonyi
Carbon
b)
Deprotonation
of
cr-Protons
c)
Oxidation,Reduction
ReactionC
Name
Reactionsll.
.,
a)
QrignardReaction
"
I,'
b)
Aldol
Condensation
c)
Claisen
Condensation
d)
Transesterification
e)
Wittig
Reaction
'
'
'
f)
Pinacol
Rearrangement
g
lodoform
Reaction
,r,
,
h)
n/olff-Kishner
Reaction
1
.
$ynthetic
r.o'gic
,
a)
Reactions
of
Acetoacetic
,Ester
b)
Reactions
of
Malonic
Ester
c)
Decarboxylation
d)
Protecting
Croups
"
Carbonyl
Biocheqistry
'
a)
Biological
Oxidation-ReduCtion
b)
Biochemical
Reagentso
il
JI
OH'
t-\.,/-\-l-
R
CH3
o
il
ll
lr
(--\
 
,r'-
\o-./RCHr
R-
oo
ll
2
more
times
ll
R-t\ctr,+
R-c\cI.
O
ll
o
c-..
+I
CHrI
o
II
-C\ 
CIr
o
I
*
-c\
o
oll
,
rrl
,-\
(-
.-,:__-/-\
O
OHRO
Iodoform
Test
REKI{ELEY
I)R.E
V.l.-E-w'
Speci
altztng
in MCAT
Preparation
 
Carbonyls
&
Alcohols
Section
Goals
Kecoqnize
the
carbonyl
functional
qrouDs
and
frpes
ofcomoounds.
oB
Youmust be
able
to
recognize
functional
grouFSsr-i;has
ar,lles,
anhvdrides,acidhalides,
and
especiallr'ketonesandaldehydes.
Youmustkn('\\',
1-.:'-.:.:..'.lrdsaremostreactivetowards
subsbitution
(which
isbased cin the
leavinggroun
:lrc:
i::
.'.-
*
r-*.ra:t
electrophilic(which
is based
on the
electronwithclrawing
or-d-ona:i:.:
:.-::..:-.,': the
functional
group).
Be
able
to
identifyinfrared
peaks
for
carbont-l compounds.
Carbonrl
compounds
will
have
a
peak
in
the
inirar=i
=:=:::-
.::r:
::.earea
of
1700+
cm-1. This
will
m.rsr
Lleh
be
useful when
compaiing two
carbonr'.
.
--:':
.
-_
-:
.
:
--i:rtiJr
ing
an
unknown
carbonvl
.r\Itl'--r'LLlld.
\oumaywishtoknowr6ughlr'rr'hercci:=:i
-
-i:i'.-r::.rJketjnesfallinthelRrang'e.
a?
carbonds.
-i:r--:-.
Lrcluded
in
this
group
should
-:
:-
-;
:-
-
Claisen
reactioil.
The
Aldol
Ti.:"::t-onalphato,thecarbonylc_an!edeprotrr:.:::-t
-
-
.-::
i::-,:.-,nbondedtoit.
ThepK6of
a
-:::"j:riketoneistherangelT!2.
Oncedepr..:::.::..-i::.r:i-,::.:=:ormed.
Theenolat'ehisan
;:
*].-t::lum
of its
own
with
the enol
structurE.
I:..
-
-
r
:,-:
-
.
-:
:,
r:iorr€
into
anenol is
referred
::
:s
:f-i:omerization.
r
1
tg nlu(rr
::
:--.*',
:-:'.-
a
role
in
select
biochemical
Ee
a,ble
totheaciditv of
alcarbons.
Ee
able
to
identifvketals,hemiketals,
acetalsandhemiacetals.
L'nd
erstand
the
differencebetween
thermo"dr-na
m
ic
and
kinetic
enolates.
?
Iinos
the
mechanisms
for
acidic andbasic
calbonrl
reactions.
sw
.
'
=
:
---
-
--.:l
for
transesteriJication
is
preser.:
---
i-
-
-.-'.grize
the
steps. Also
recogniz.
_-:
n*:r
,_-
_"
--:la:iic
chemistry
so
it important
:r-.::'
:
.*::=.-.:r-
tocarry
"out
the
procesS.
Recoqnire
€ommon
oxidizing
and
reducilq
aqents.
@p
fi.nolr commonreactionsby
both
name
and
re,ageots.
,:
he
lossof
bonds
to
hydrogen.
=
-i
-r.-
the
loss
of
bonds
to
oxvsen
---'.ude
LiAlHa
and
NaBFIa.
up
:
-'
-
-
.
::.)\\
by
name.
Ttisa
goodidea
-
-
-'-
:
-
-:
:s.rcfion
conditions.Hishliehts
j
.
---
=
'.'.
itting
reaction,the
io"dof6rm
:,1-,
1

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