So it’s not a plausible mechanism for polymerization.

In summary, the suggested mechanism for base-catalyzed acetone polymerization involves three steps: initiation through base-catalyzed ketone-enolate resonance, two possible reactions in step 2 (reversal of karboanion or enolate attack on another acetone molecule), and a termination reaction in step 3. However, there is not enough evidence in the literature for acetone self-polymerization, and a more likely outcome is the formation of an aldol condensed dimer.
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espen180
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What follows is a suggested mechanism for base catalyzed acetone polymerization which is based on simple nucleophilic addition series. I have divided the mechanism into three steps, shown below.

In step 1, the reaction is initialized by a base catalyzed initiation into ketone-enolate resonance. From here, two reactions are possible.

The first, step 2a, is that the karboanion takes back the H+ and we end up with the original reactant which can enter into ketone-enolate resconance again through step 1.

The second, step 2b, is that the enolate attacks another acetone molecule at the electrophilic center (the carbonyl group carbon atom) and start a chain on similar addition reactions and make a polymer. The figure shows the first two of these addition reactions.

Step three is then the termination reaction where the base gives back the hydrogen kation. We gat a hydroxy group at the end, and the end product is shown below.

Is this a plausible mechanism? If not, where did I make a mistake?

All feedback is appreciated.http://img441.imageshack.us/img441/5240/polyaceton.png

EDIT: The following polymer could also be formed:

http://img168.imageshack.us/img168/8738/polyaceton2.png
 
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FAQ: So it’s not a plausible mechanism for polymerization.

What is polymerization?

Polymerization is a chemical reaction in which smaller molecules, called monomers, combine to form a larger molecule, called a polymer. This process is commonly used in the production of plastics and other synthetic materials.

What is acetone?

Acetone is a colorless, flammable liquid that is commonly used as a solvent in various industries. It is also found naturally in the human body and is produced when fat is metabolized.

What is the process of polymerization of acetone?

The polymerization of acetone involves adding a catalyst, such as an acid or base, to a solution of acetone. This causes the acetone molecules to bond together and form long chains, resulting in a polymer.

What are the properties of polymers formed from acetone?

The properties of polymers formed from acetone can vary depending on the specific conditions of the polymerization process. However, in general, these polymers tend to have high strength and durability, are resistant to heat and chemicals, and have a high melting point.

What are the applications of polymers formed from acetone?

Polymers formed from acetone have a wide range of applications, including in the production of plastics, adhesives, and coatings. They are also commonly used in the manufacturing of household products, such as kitchenware, packaging materials, and textiles.

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