1. Polyacetylene is one of the first 'conjugated' polymers that was prepared. In this case, the monomer for the polymer is acetylene. Thus the repeating unit (the structure in the parenthesis in a polymer (e.g. polyA would be (A)n has to have the formula C2H2). In principle, it exists in both an all E and in an all Z form. a. Draw the all E form b. Draw the all Z form c. Would the all E or all Z form have a more exothermic reaction on hydrogenation (i.e. which has a higher

Chemistry: Principles and Reactions
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Chapter23: Organic Polymers, Natural And Synthetic
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1. Polyacetylene is one of the first 'conjugated' polymers that was prepared. In this case, the monomer for the
polymer is acetylene. Thus the repeating unit (the structure in the parenthesis in a polymer (e.g. polyA
would be (A)n has to have the formula C2H2). In principle, it exists in both an all E and in an all Z form.
a. Draw the all E form
b. Draw the all Z form
c. Would the all E or all Z form have a more exothermic reaction on hydrogenation (i.e. which has a higher
heat of hydrogenation)?
d. Based on your answer in 'c', which diastereomeric form of polyacetylene is more stable?
e. Name the polymer formed in reaction 'c'.
Transcribed Image Text:1. Polyacetylene is one of the first 'conjugated' polymers that was prepared. In this case, the monomer for the polymer is acetylene. Thus the repeating unit (the structure in the parenthesis in a polymer (e.g. polyA would be (A)n has to have the formula C2H2). In principle, it exists in both an all E and in an all Z form. a. Draw the all E form b. Draw the all Z form c. Would the all E or all Z form have a more exothermic reaction on hydrogenation (i.e. which has a higher heat of hydrogenation)? d. Based on your answer in 'c', which diastereomeric form of polyacetylene is more stable? e. Name the polymer formed in reaction 'c'.
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