Question

In: Chemistry

“Condensation” polymerization involves the formation and loss of a small molecule (such aswater) as each monomer...

“Condensation” polymerization involves the formation and loss of a small molecule (such aswater) as each monomer is added to the growing polymer chain. What small molecule would be formed by the reaction of sebacoyl chloride and hexamethylenediamine?

Solutions

Expert Solution

A condensation reaction is a reaction where two (or more) molecules join together to form one larger molecule and a small molecule typically water being produced as a side product.

In this reaction 1,6-hexanediamine or 1,6-diaminohexane (also commonly called hexamethylenediamine) is reacted with sebacoyl chloride (also called decadioyl chloride). Both amine ends of the 1,6-diaminohexane react with both acid chloride ends of the sebacoyl chloride to form new amide linkages. The polymer which forms is made up of alternating 1,6-diaminohexane and sebacoyl groups. This is called an alternating copolymer. This particular Nylon is made of units of 6 carbons between two nitrogen atoms, an amide linkage, an another unit of 10 carbons. This repeats many many times; therefore this is Nylon-6,10. Nylon is used in a wide variety of household product including stockings, windbreakers, shoestrings, car parts, tents, and fishing poles.

The reaction is as follow:

So the small molecule formed is the HCl.

Hope this helps


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