Polymerization of 2-Chloro-2-Butene: Solution

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Discussion Overview

The discussion revolves around the polymerization of 2-chloro-2-butene through addition polymerization, focusing on the structure of the resulting polymer, the initiation and termination processes, and the representation of end groups in the polymer chain.

Discussion Character

  • Homework-related
  • Technical explanation
  • Debate/contested

Main Points Raised

  • One participant inquires about the appearance of the polymer formed from 2-chloro-2-butene and requests feedback on their proposed solution.
  • Another participant asks for clarification on the structure of the initiator end of the molecule and how the polymerization process is terminated.
  • A participant presents a proposed initiation step involving an initiator and the 2-chloro-2-butene molecule, indicating the formation of a radical.
  • Concerns are raised about the accuracy of a drawing that represents 2-chloro-1-butene instead of the correct 2-butene version, with questions about the necessity of showing end groups.
  • Further clarification is provided regarding the initiation step and the representation of end groups in the polymer structure.
  • One participant expresses confusion about the presence of a second chlorine atom in the proposed structure.
  • Another participant acknowledges the error regarding the chlorine atom and corrects the representation of the end groups in the polymer chain.

Areas of Agreement / Disagreement

Participants express differing views on the correct representation of the polymer structure, particularly regarding the end groups and the presence of chlorine atoms. The discussion remains unresolved as participants continue to clarify and challenge each other's claims.

Contextual Notes

There are uncertainties regarding the correct depiction of the polymer structure, the role of end groups, and the initiation process. Some assumptions about the chemical structures and reactions are not fully detailed, leading to potential misunderstandings.

Macroer
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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.
 

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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?
 
Initiation:

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

And i am not sure what the "end groups" you are referring to are.
 
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?
 
I don't understand where you got the 2nd chlorine atom from
 
You're right. Should be...

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

and...

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

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