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Summary CHM136 CHEATSHEET - ALL REACTION MECHANISMS (4 pages)

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This document includes 4 pages of every reaction mechanism you need to know for CHM136. The owner of this document achieved an A+. DO NOT rely solely on this cheatsheet. You will not have it during exams, so only use it to learn how to draw the different mechanisms and identify patterns without having to frantically scroll up and down your slide deck. CHm136 is almost entirely application so do LOTS OF PRACTICE QUESTIONS!!!!

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Aldehydes & Ketones

C


r -




··
EtOR-MogBr
R- Br
H
4
m-


11
H -




n
3



R
H
I
r > > O

H




& CEN : cyanides 8
. CER acetylites > 2 1 Steric
>
-

hydroxynitriles -




~
. effects
.
2 Electronic effects
H20 aldehydes/kelones -

gem-diols

base catalysed lacid catalysed)
: H




) I 448 (0)
O
+ -
"
j t
-
>

- ↑J - -



ROH aldehydes/vetones hemiacetals/hemiketals I


1 R




Gig ·
gi
i
:




1 -
Homesteromen"no ·
OH

deprotonation
2




Carboxylic acit derivatives
thylchloride)
: acid
·
acyl chlorides charide
L




carboxylic acyl


T
CHC13

Ma
3




Nu
Ro an


↑j
chlorides acit anhytrites carboxylic acitslesters >amides
acyl = =




P
J
acyl chlorite i >

> amide + NH ,25
ammonium
↓ salt
-

c IV




R H



actanhydrideestert cabin its it (no base neetet)

, -




·
:
-




~



!
1




OR
·


Iron

(ea ].




Mr Each

.




&
ROM (excess) o ester/carboxylic acid l
Il Il
Fischesterification
>
128

-




on HCl cat Mor
+

.




~
MoBro
G




-Mar Ar
G
-
·n jeon = -
- - I



II -

R Mabr
Tr
-in
-




1




aldehyde name i

h
-




I
b
V




Kor/In >
8


Kenen
- nor
-




n




-
-

G
T =


Norton +ron
8
!
1 II

( H , 8)

J
ROHrexcess

Transesterification
-




Kor
>
-



same mechanism as
HCI cat .




above
g

Ester hydrolysis II
H20 /excess)
>
-
-↑ reverse
lacidic Mor #ICI cat .




S>
8 O


Mom
H

(basic) + RON

-

>
Om
-




Amine reduction




- N-An > -




N -
NH2

y H
HCI ↓
An
Amidehydrolysis
IH


-

j-
>
- + I


I H28 "

oniums




SHEAT z
NaOI
O >
-
>
-




(basic)
* o T famine)

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Uploaded on
January 15, 2026
Number of pages
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Written in
2024/2025
Type
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