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Summary 6M1X0 Organic Chemistry 2022

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Summary 6M1X0 Organic Chemistry 2022

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  • March 31, 2023
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6M1X0 - Notes Organic Chemistry

, Mechanismes
Nucleophilic substituties : SNI & SNZ


GRÉ
R
Nut + c- ✗
Nu (
'
1×-0
gr pt
>
-




SNI :

1µF +
it +
1×-0
R
'




frïïï)
sie R
,




Visualisiny mechanisme :

1 .


Energy Landscape : The Poth of Lower
energy .




↳ SNI is Curved Poeth, SNZ straight

2 . Reaction coördinatie -



energy plot
3 . Curved arrows



Arrows
> reaction
>
< ( 4 ualdbrium

< >
resonance

V Movement of Electron pairs

I Movement of an electron

• Follow octet tule

Arrows always start from a Lone pair

becomes : free pair, Bond .




ÂIn
It is easy to remove a proton from this molecule because a resonance Structure is possible


È y
< >




Additions of hydroy@nhaiide.s to an alkenen

( H> ( H = CMCM + H -
511 > CH} CHCHZCH} +
}
- ← +




→ ( H> ( H -

CHZCH}
de
\
.
H+ adds to the alkene to form the host stable cation .




Stabilitìes of cations



RÌIH
R
CÉR
R " "
R , _ least
host stable
_
> (④ > > j
|
Stable
' ' '
r m m H

ij ij

, Resonance & shifts

Pi -




bonds

Hyperconjugation Resonance


:
invoering Sigma bonds

in
HET HEÍTI % ÊHCH
He den
( H [ →
g- GH →
- -

-


> > ,

µ
-




( H}

1,2 hytfdride shift ¢
* also possible for alkyl groups
ÇM} M in }

* Shift only happens it it qivesamore
'
µ> ( -

( -
c -
en } M> c-
Ç
-
CHZCH
}
' '
stable cation immediately µ Br
.
p,
* hydride shift is easier than an alkyl shift .
minor product Major product
Reaction s of alkenes with halides
-
Hz ( = ( Mz → Hç -
( blz +
Er, -0 → Hzc -
(
Hz
ÊÎ \
pr s
/
ioaacside
attack
% Ï
[ opposites backside attack)
(
à: ④ Always

No rearranyements in the carbocation .
Check for reaction with that
for terminal
ALKYNE addition aiicynes .




Using acid ( atalysed water
µ(
HÂÒIH
( Hgc = ( µ
"250 "
> ( H
}
( = Hz → CH
}
( CH
}
"

PmueophiletltattaiksheretEMF-qj.tl o




For terminal alkltnes : µ; YN
H> Ö
( MECH ) (H ( Äʵ > (H > ( = en + { → (H ( = CH +


t n/
>

ÂW
>
' '

↳ Hg④
'
!"
µ -




< en
}§Ä Hgt
(H>
fn } ( H> ⇐ ( H2
"
om
] +

Ketone H - -0 -

H
'
m



µ ging hydroboration : \" " -
"" " ° " aldehyde
"3C /
H 04
,q
( H} ( ICH > =L y ( µ, = 'en > ( HZÇHZCH
THF µ
RIB -
R

Using Hz
H'
(H> ( ICH > ( H> ( HZCH
Pd /C }

ij
ijij ijij

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