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12april ITCM921E01-1 PDF
12april ITCM921E01-1 PDF
isobutyl Aluminium
Hydride
6 . DIBAL H -
IDIBALIDIBAH
Electrophilic Reducing Agent
cb
Highly selective R.A .
④ Temp selective to
mini reg -78°C
High Temp
.
,
t
Reactivity
structure
Ci Bu )z
-
H -
Al -
f) Tt
H -
Al monomer
OH y> n "
"
H
Al
Ae
''
I Dn Ole
l
ly TL Dimer
Al
\
X
/
Tri Iso
butyl -
-
-
TIBALITIBALITIBAH
Solved
Hexane
, xylene ,THf , Benzene
Mech :
TL
-%
: :
H Ae + ri
-
R -
-
o -
Lewes Lgd *
Acid I
Greaten
.
IBU
H -
Alb
to
1
iBy
415
£10 -
R
'
t
fit
.
]
IBU ibn ②
-
?
Ae
'
:B in n
'
d- H l
Lewis
rid
Riggio - R
' r
In
is
T
in
H
a- OF
④ "
?!>
" o
'
d R' o_O t r -
- H + -
.tn:77?awmifRT/3dlcohofR-cooR'-sRoHp&
fat
*
Bath .me, # and
only Rto -
H
He
In
'' ' '
Functional conversion
group
Reaction conditions
:/ I
conversioneguiofDIBAL-HTemfr.ci
- H →
High) Raton
OHM
1 RT
R
-
% -
p
'
→
R - c' H -
R
'
I HTIRT
:÷÷::::÷÷ .
: :Ia:
R -
¥ -
OH → R -
di -
H
z LTI-78°C
R -
% - o -
R
'
→ R -
% -
H 2 LTI -782
°
LTI -78C
'
R EN-
→
R - d te Le
.cm/
-
R - CIN → R -
UIzNHz 2 LITRE
± no .
I:*:S: : .
Ester →
allylic 2
LTI -781
alcohol
a- I are
,
-9 -
um ,
Y
in Toluene
+708
E H
DEAF
②
q-cH=oH
- -
-170°C
¥
ffH
③
Burns DEATH ¥
easily
by "'
II:
watch # AID
H
O
camphor
⑥ -
Coon BACH
+60°C
⑥
IE -
on
- 70°C
H
⑦
JEo -
ab
-70C
H
o o
⑧ BATH 4th on
-78°C
a
#
xylene
→¥CiB% Aetius
Tg HR
ate -
t
f
Cl
f
is:O:
O
o
Ith HH
I
(
o_O
Hzo④
TH ←
ax
⑨ Whoa 2¥BAlH
-79°C
Toluene
⑥
#Ioet → we
Toluene
,tg¥" as::÷÷e
'
'
④ as
-
⇐ n air
.
,iB4
2g
DIBAL Al 's ,oByHz0④
④
NI
.
→
CEN →
atzatz
ay
-
-9134
+80°C Ae gets
1,934 Utz
Lotta
Replace -
CN with -
CHO
UY it
'
BACH
EX 2g
-
.
DI
⑤ \ .gl -78°C
Aromatic at
N leg
DIBAL
④
.
-
- →
1-
↳ - H Toluene
-76°C
Ctb
at
④
BA '
⇐ -76°C
Benzene
7 .
seoz (selenium dioxide)
No
Grp range
0 0
oxygen family
.
s
-2 to -16
Se
Te
Po
⑨
Highly specific oxidising agent ④
⑨ Electrophilic o .
Ao
Addition
cyclic
Cd , its
Allylic oxidation
495
Allylic Hydroxylation
ii. is
dehydrating agent
is
catalyst
preparation : set 02 → sees
fo
-
off
solvents weak acids
optimum
around pro
Temp
-
c
① oxidation
of at group .
Cama )
" "
RILEY OXIDATION
r -
% -
ab
# R -
'
d -
e
- H
A- colt 11
0
too -
140°C
Mechanism
:p
r-I-iqif.se
H
=
:L
E'
ki
.
⇐ .
o
④ -
H ④ o¥µoAo I
fill '
discusses
" + H⑦
R
Shou
-
' - ← ,
c .
HAHA Se
replace
_Hgekdm@
AMU with o
f o
1130+0
,
ix#oH→R-k
o
O
d
'
r -
'
Il
H o
Secombe
①
FEI -
au
Fontaines EYE
.
.
-
g
-
H
AMA too e
ng
phenyl glycerol
,
Amu x.
IA o
Y
⑨ . toneme seats ←
''
- ome
( Hoc )
↳To - me
o
Dimethyl repulsions
malinak ; ; ).gs?ric
±÷÷
"
③
II Koe H
✓ Seda
less
repulsion .
'
⑨
°
→
X camphor to
⑤
'
98°C
Benzophenone
acid
② Oxidation
of alkynes← strong
- CEC -
trace
-
HEM
-
Pd - c -
If
alkynes - 1,2 dicarbonyl comp .
#
das Ph # Ph
Hzsoy
p¥fPh
O
÷f putty
"
Phet -
③
Allylic hydroxylation
substituted
end
methyl group
which is x to the
bond
Highly
of double is
hydroxylated .
H H
ca '
H -
⇐ H ru Seon Ho Hdt
u
¥ ¥-75 "
HAH
ITF H
H
H H
Mechi
of,④AM H
Lsf
-
o -
o=se Akp
\c=c - → Xc -
c -
H
CHS lab 1 Ii
Utz 1913 in
" ? ooh
Utz Ee
c TE
+
2,3
sigma H
f?iEH
"
'
Rearrangement
o -
H
, ; t ↳
l se on
-
.
oy
-
EJ
- :
/
Utz - H -
Oy -
o -
Se -
oh
l 1H Uk
se y
CEC ← la n HzO④ cuz
-
H
'
W =9oHz
-
-
oh
ctf Katz
=
, cus
① most substituted
Ease
of hydroxlatirx •
② Ease
of hydroxy .
-442 -
J -
cuz >
-
-
dy
sees 't
E KI H2O
±
1-
②
FE En Ff -
on
③
HE Eo on -
%:{ ÷
TOH
③ It , seek 11
1 11
Tio TT
Tl -
X H
- --
II
Dehydrogenation
( FRM)
Remove Ha , @ Temp Goo Bric
very high
-
I" -
"
①
÷ .
+
Hadad
as
-
% -
o -
H F C -
o H
IWC
-
tic
-
② t 4 t
Hoeg)
Ctf H
f,
-
o
-
-
CHS f, o H
-
-
O
o
③
at Coop
-
X
t?
#
o
11
To + tho
aiieii Eee,
↳
④ as -
g
- -
Sed z
O
c aid ab
agg
-
a- -
so
÷ :
¥÷ ::* .
vsedcatal-ystfeydrgxylati.cm agent)
Joon
Coon
11202
-
→
H oh
It
-
Yoon H -
on
maleic acid
Coorg
Tgs
Utz-foHDy-oH-attatDjcoomFes@oke.c
Acid
-9in fanfaron
"
9
.
ab at