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In: Chemistry

Water, sodium hydroxide, and 1,6-hexanediamine are all potential nucleophiles. Yet only 1,6-hexanediamine reacts with the adipoyl...

Water, sodium hydroxide, and 1,6-hexanediamine are all potential nucleophiles. Yet only 1,6-hexanediamine reacts with the adipoyl chloride. Offer an explanation as to why.

Solutions

Expert Solution

H2O and NaOH nucleophile these can react with adpoyl chloride they prefer to add at carbonly in adipoyl chloride instead of nucleophilic substitution. but 1,6-hexanediamine can only replace Cl- by N atom. for this reason 1,6-hexanediamine selected for prepare Nylon-66 polymer .

n H2N (CH2)6NH2 + n Cl- CO (CH2)4 CO-Cl -----------------------> -----(-HN (CH2)6NH- CO (CH2)4 CO-)n----- + nHCl

                                                                                                                 Nylon-66 polymer


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