Question

which reagent in each pair would be the more reactive nucleophile in polar aprotic solvent?

a pdl apohe dt a) He Nue vs. MeNH vs. ADe keoH V9 J) фом V9 Кзое f)NH3 NH VS. Awchons -Br

Answer 1

UN polar frotic solvent contain hydregen bond which is attached to ebero negative atoms. i. &, N, ct 4F. There hydrogen (4) atoins are capable of orering hydrogen bouch with nucleophile. nucleophiler. are a surrounded by solvent moleculen f form a caze like structure. This is called sowation. & Nucleophile It bord , Habond R-Ort... NorrorR creases the nove correly) theral nucleophile. Solvation weaken the nucleophile of decreases the nucleophilicity. If nucko. phile in charged Cervely) then it will be more solvated than moural nucleophile. oghis caze like structure around the nerelesphile impeding the nucleo fhites ability to attook berophilic carbon. But in presence of Polar aprobic sonen no cazelike structure auill be formed. So, trebe charged naalophile will be more than neutral nucleophile . de polar a protic solvent: (a) Menta & ment nucleophilicity (6) Merry Aco (Because rote groophan ti effect of Ac han R effect. So ove charge density due to resonance. So on o aill decreare decreme. nucleophilicity ako 16 04 - bordo )

(c) Mest Meoth nucleophilicity degree of nucleophilicity decrease down the periodic table. This is due to larger polarizability of the largoratan. at the bottom of the periodic table stere, s lies below than i of same group of periodic table. decrear (1) Pony Pel nucleo philicity Wyp in size. Increasing size nucleo philicity here overall size of Pzp Y PN So, nucleo philicity &3NY P₂P Е) 1,0 %,0* (* , ot ka, е) ve (f) Nity with (same har (6) charge)

Br Bränst o 9 - 11