How does 2-chloro-2-butene polymerize by addition polymerization?

[Macroer]

Homework Statement

How would the polymer of 2-chloro-2-butene look when formed by addition polymerization

Homework Equations

The Attempt at a Solution

I have attached my solution. Please tell me if i am right/wrong and why if it is wrong.

 

[chemisttree]

What does the initiator end of the molecule look like? How is the process terminated? What does the other end of the molecule look like?

 

[Macroer]

Initiation:

I* + CH₂=CCl-CH₂-CH₃--> I-CH₂-CHCl*-CH₂-CH₃How is that for initiation step? where I is initiator and * is radical sign

 

[chemisttree]

You drew 2-chloro-1-butene. How about the 2-butene version? Do you think you will need to show the end groups in your answer? (I honestly don't know)

 

[Macroer]

I* + CH3-CCl=CH-CH3--> I-CH₂-CCl*-CH2-CH3

And i am not sure what the "end groups" you are referring to are.

 

[chemisttree]

I* + CH3-CCl=CH-CH3 --> (CH3)(Cl)(I)C-C*(Cl)(CH3) Step 1 (not a polymer yet)

The end groups are (CH3)(Cl)(I)C- in the example above. It will always be at the end of the new polymer, thus 'end group'. What about the other end?

 

[Macroer]

I don't understand where you got the 2nd chlorine atom from

 

[chemisttree]

You're right. Should be...

(CH3)(I)C-C*(Cl)(CH3)

and...

The end groups are (CH3)(I)C- in the example above.