Addition of br 2 diols and cleavage of a double bond
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Addition of Br 2 , Diols, and Cleavage of a double bond. Addition of Bromine. Bromine adds across a double bond in a trans- fashion. Creates a “bromonium” ion as an intermediate with two bonds to two different carbons, one longer than the other. Mechanism (Addition of Br 2 ).

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Addition of Br 2 , Diols, and Cleavage of a double bond

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Addition of br 2 diols and cleavage of a double bond

Addition of Br2, Diols, and Cleavage of a double bond


Addition of bromine

Addition of Bromine

Bromine adds across a double bond in a trans-fashion.

Creates a “bromonium” ion as an intermediate with two bonds to two different carbons, one longer than the other.


Mechanism addition of br 2

Mechanism (Addition of Br2)


Addition of a cis diol

Addition of a cis-diol

A cis-diol is a diol where both –OH groups are pointing in the same direction.

There are two ways to create a diol, with either osmium tetroxide (OsO4) or cold, dilute permangante (KMnO4).


Cis diols

Cis-Diols


Cleavage of double bond

Cleavage of Double Bond

Double bonds are cleaved by either warm, concentrated KMnO4 and Ozone (O3).

The ends are left as either ketones, aldehydes or carboxylic acids.


Double bond cleavage

Double Bond Cleavage

  • Note that in cyclic alkenes, the bond breaks and turns into a straight chain aldehyde and ketone.


What is the product of the following reaction

What is the product of the following reaction?


Addition of br 2 diols and cleavage of a double bond

Incorrect

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Addition of br 2 diols and cleavage of a double bond

Correct!


What is the product of the following reaction1

What is the product of the following reaction?


Addition of br 2 diols and cleavage of a double bond

Incorrect

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Addition of br 2 diols and cleavage of a double bond

Correct!


What is the product of the following reaction2

What is the product of the following reaction?


Addition of br 2 diols and cleavage of a double bond

Incorrect

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Addition of br 2 diols and cleavage of a double bond

Correct!


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