Class notes

Alkene Reaction Mechanisms - Organic Chemistry

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Course
CHEM 281 (CHEM281)

Institution
Simon Fraser University (SFU )

Condensed class notes from lectures about alkene reaction mechanisms. Includes stereospecificity, and markovnikov addition.

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Uploaded on January 18, 2024
Number of pages 2
Written in 2023/2024
Type Class notes
Professor(s) David vocadlo
Contains Class 23

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ALKENE REACTIONS
of
Hydrogen
Addrrow HALIDEs

H H -
H H
BOWD Added THE CARBON THAT ALREADY HAS THE Mast 1)
HydraGEN GETS
ELECTROPHMIC AddION REACTION MOMS . ARE ADDED ACROSS THE DOUBLE .
TO
t H -
Br >
+ Br
H ⑦
7

H H
intermedrate
Hydrogens STEP REACTION
A Two a Carboleron

involving
. MIS .

2) H H
+
Bro >
H H

H H Br
+
REGiOSELECTNE/REgiospecific wonE
STEREOSELECTIVE STEREOSPECIFIC/NONE H H

MARKOUNIKOV/AMti-MARKoriKov worE

Acid CATALyZED Hydration

O

% H o
S
11 I
THE Acid I This REACTION 1) H- :
H
Is
PRESENT N BOTH THE products & 5 H
7 H
H
↳⑧

RegioSELECTNE/REgiospecific were
REACTANTS .
D IS
, By THIS CRMERNA A , CANALYST
.
THIS REACTION is USEd

·
L
TO CREATE ALCOHOLS from WHER . T NON
M DOES NVOLVE A CARBOCA FAST

H H ↓ H
STEREOSELECTIVE STEREOSPECIFIC/NONE 2)
·
INTERMEdraTe And + 1
-

An oxo u r M roN .

It

MARKOVNIKOV/Amti-MARKovikov worE
>
H
Ha L

Hi H 8
N 0
H 2
8 8 t
major
-

oo/S
t HO
-It
H/ H o

3)

It - OH
H or
Y
① &
8
N 0
>
Maor

HH ⑦ orS o
-It

Acid CAAlySES W/ALCOHOLS

THIS REACTION BS USED TO TURN ALKENES MTO ETHERS
RegioSELECTNE/Regiospecific were
sogH
-

and Alcohol The mechanism is
Essentrally The 1) -
V + TsOzH-
umog
.

STEREOSPECIFIC/NONE

①
STEREOSELECTIVE Osot
SAME As Acid CATALYEED Hydration S
.

MARKOVKOV
MARKOVNikor/Amti-MARKovikov worE
·
,
050gH
o
6

> S
H
① #
0-
& H
OR
2)

⑦ 6
d
o

D GosozH
-
H >
-
OR

Ami-Markovikov

HAL ENATION

og CHLORONM Zon

Halogenarow
m ove s an induced Dopoce in a -

RegioSELECTHE/Regiospecific were t
c -
>
+ ca
> -
Ch

dihtasogen molecule .

IT
is ALSO STEREOSpecific And only Binds in An Anti

STEREOSELECTIVE STEREOSPECIFIC/NONE
conformation as
opposed to syn.

MARKOVNikov/Amti-MARKovikov worE
?

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