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Chapter 22: Q27. (page 903)

Question: What two monomers are needed to prepare nylon 6,10?

Short Answer

Expert verified

Answer

Monomers of nylon-6,10- sebacoyl chloride and hexamethylene diamine

Step by step solution

01

Step-by-Step Solution Step 1: Condensation polymerization

Polymerization reactions that involve the removal of small molecules like water, or methanol are called condensation polymerization reactions.

The condensation reaction occurs between a nucleophilic center and an electrophilic center.

Polyesters, polyamides are examples of polymers formed by condensation polymerization.

02

Polyamides

Polyamides are synthetic polymers formed by the condensation polymerization between acid chlorides and amines.

Hydrochloric acid molecules are removed as a byproduct during the polymerization reaction.

An example of polyamide is nylon, a strong and durable polymer that resembles silk.

03

Synthesis of nylon-6,10

Nylons are named based on the number of carbon atoms in the acid chloride and amine that condenses to form the polymer.

The first number represents the amine and the second number represents the acid chloride.

Therefore, the monomers of nylon-6,10 are amines with 6 carbon atoms and an acid chloride with 10 carbon atoms

That is, nylon-6,10 is a polymer of sebacoyl chloride and hexamethylene diamine.

Retro analysis of nylon-6,10

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Most popular questions from this chapter

Question: Explain why imidazolides are much more reactive than other amides in nucleophilic acyl substitution.

What product is formed when each compound is treated with either LiAlH4 (followed by H2O ), or NaBH4 in CH3OH ?

Compelling evidence for the existence of a tetrahedral intermediate in nucleophilic acyl substitution was obtained in a series of elegant experiments carried out by Myron Bender in 1951. The key experiment was the reaction of aqueous with ethyl benzoate C6H5COOCH2CH3labelled at the carbonyl oxygen with 18O. Bender did not allow the hydrolysis to go to completion, and then examined the presence of a label in the recovered the starting material.

He found that some of the recovered ethyl benzoate no longer contained a label at the carbonyl oxygen. With reference to the accepted mechanism of nucleophilic acyl substitution, explain how this provides evidence for a tetrahedral intermediate.

Question: Draw a stepwise mechanism for the conversion of lactone C to carboxylic acid D. C is a key intermediate in the synthesis of prostaglandins (Section 19.6) by Nobel Laureate E. J. Corey and co-workers at Harvard University.

Question: (a) Give an acceptable name for each compound. (b) Draw the organic products formed when A or B is treated with each reagent: [1]H3O+;[2]-OH,H2O;[3]CH3CH2CH2MgBr(excess), then H2O; [4] LiAlH4,ThenH2O, then .
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