Capro amide

Place 125 ml. of concentrated ammonia solution (sp. gr. 0-88) in a 600 ml. beaker and surround the latter with crushed ice. Stir the ammonia solution mechanically, and introduce the n-caproyl chloride slowly by means of a suitably supported separatory funnel with bent stem. The rate of addition must be adjusted so that no white fumes are lost. The amide separates immediately. Allow to stand in the ice water for 15 minutes after all the acid chloride has been introduced. Filter oflF the amide at the pump use the flltrate to assist the transfer of any amide remaining in the beaker to the Alter (2). Spread the amide on sheets of Alter or drying paper to dry in the air. The crude n-capro-amide (30 g.) has m.p. 98-99° and is sufficiently pure for conversion into the nitrile (Section 111,112) (3). Recrystallise a small quantity of the amide by dissolving it in the minimum volume of hot water and allowing the solution to cool dry on filter paper in the air. Pure n-caproamide has m.p. 100°. 

Fig. 5.8 Melting temperature-composition relations for various copolyesters and copolyamides. , poly(ethylene terephthalate/adipate) o, poly(ethylene terephthalate/sebacate) , poly(hexamethylene adipamide/sebacamide) , poly(hexamethylene adipamide/capro-amide). (From Edgar and Ellery (59), Sonnerskog (60) and Izard (61))...

NH3 or RNH2 or R2NH Amide formation from carboxylic acid derivatives (mild) or from carboxylic acids (A technical synthesis of nylon-6,6) transamidation [capro-lactame —> nylon-6 (perlon)] Peptide synthesis (Section 6.4.3)... 

Property Poly(capro lactone) (PCD Poly(ester amide) (PEA) Poly(butylene succinate/adipate) (PBSA) Polyfbutylene adipate-co-terephthalate) (PBSA) Poly( vinyl alcohol) (PVA)... 

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