Question
Asked Nov 7, 2019
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Drag the labels to identify the appropriate reagents for each reaction below. Each label is associated with the
arrow adjacent to it. The direction of the arrow is important! Note: If one or more reagents are incorrectly
placed, a single red X will appear on the top left
R
R
NaOMe
Н-
-он
H2, Pd/C
H2SO4
heat
HBr
Br2
R
R
R
R
O
R
R
MCPBA
-Br
H20, H2SO4
Н-
R
Br
help_outline

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Drag the labels to identify the appropriate reagents for each reaction below. Each label is associated with the arrow adjacent to it. The direction of the arrow is important! Note: If one or more reagents are incorrectly placed, a single red X will appear on the top left R R NaOMe Н- -он H2, Pd/C H2SO4 heat HBr Br2 R R R R O R R MCPBA -Br H20, H2SO4 Н- R Br

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Expert Answer

Step 1

Double bond between two carbon atoms contain a 'pi' bond. The bonded carbons have sp2 hybridization and readily undergoes  reaction which leads to conversion of sp2 hybridized carbon to sp3 hybridized carbon.

These include addition and oxidation reactions.

Various reagents that brings about addition reactions of alkene are HBr, HCl, water, Br2 etc.

Step 2

Addition reactions of alkene involves addition of following reagents:

1) Addition of HBr : In this proton attacks the alkene converting it to carbocation. The carbocation then gets attacked by bromide ion to form bromoalkane. The general reaction is as below:

2) Addition of Bromine

Bromine molecule when gets attacked by pi electron cloud of alkene results in heterolytic cleavage of Br-Br bond converting alkene to cyclic bromonium ion and a bromide ion.

The bromide ion then attacks the cyclic bromonium ion from backside to form the product.

 

3) Addition of water in presence of acid:

Proton from acid gets attacked by alkene and forms carbocation. This carbocation then gets attacked by water and hence forms alcohol.

4) Catalytic Hydrogenation:

In this reaction, alkene gets reduced to alkane by addition of hydrogen in presence of catalyst such as Pd, Pt or Ni. The general reaction is :

 

 

 

Step 3

Alkenes are generally synthesized by elimination reaction of haloalkanes or water. The elimination is called beta elimination because, the groups are lost from alpha and beta carbon atoms. 

Elimination of water from alcohols is usually acid catalyzed and is carried out in presence of H2SO4.

Elimination of HBr from bromoalkanes is base c...

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