Question

Predict the oxidation product of treating the given alkene with a peroxyacid reagent. Omit byproducts

image from custom entry toolPredict the oxidation product of treating the given alkene with a peroxyacid reagent. Omit byproducts

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Concepts and reason

In organic chemistry, alkenes are unsaturated hydrocarbons with at least one carbon-carbon (C=C)
double bond present in their structure. Alkenes are more reactive due to the presence of -bonds. Alkenes undergo addition reactions, oxidations and polymerization, and so forth. On reacting with an oxidizing agent, an alkene forms a (C-0)
bond.

Fundamentals

Peroxy acid: The peroxy acid is also known as peracid. The name “per” is used before the acid due to the presence of (-0-0-)
bond and oxyacid is due to the presence of (0-H)
bond. The peracid exhibits electrophilic properties.

Example:

O
=
not
O
HO_s
_o
_o_H
H₃C
o
peracetic acid
meta-chloroperbenzoic acid(mcpba)
Caros acid

Epoxidation of alkenes:

Epoxides are cyclic ethers with three membered rings. Alkenes on reaction with peroxy acids produce epoxides.

peracid
H2C= CH2
alkene
H2C- CH2
epoxide

The structure of the reactant and reagent is depicted below:

Nucleophilic center
Electrophilic center

Mechanism is given below:

OH
+
*
-

Ans:

The oxidation product of treating the given alkene with a peroxyacid reagent is given below:

CH3COOOH

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