Question

below. Please draw a reasonable mechanism for the following transformation. Me Me Men OH pelo com o comments Y OH diazonium intermediate NH2 N H2O

Answer 1

Me ~애H ML Me '애 OH t20 Nit2 diazonium Intermidiate Keasonable mechani sm for this trans for matron*" ihis a diazotisation reactien, the process Used in convertina a primary amine into its COvvespondin dia 20njum sait otthe amine is cled diazohsattom Mechanism Generation at lectrophile Na CHZ -NaoAt 'N =0 CH3 20 :N0 Ct3 N O (Siedtrophile Atfirst Na Noz reacts with Atetc acid (tg C00H to farm Nitruus acid (HNO2)- Then, HNoz reacts with another mole at Acettc acid to aive Nita sonium ian N and water ianthe electro phile For the given reachton ThiJ nitrusonium

Me Me OH Ht Me NzO NH2 ON N O N o N-nitrosoamine 1 ное Me H Me DH O H HO - IH OH Me bazohydrwide -H20 Me Me OH OH N ON Diazonium intermidiate In ths reactim the stereo chemistry af N2 aroup i3 unchanged because the carban centre in which -NH2 roup i3 attached is not undergo any reactfon At first nuceophilic atock takes Place, NNr dmates its tone pair to the NO nitro sonium ion) ana after removal of H N-nitrosoamine is formed

In presence of excess acid (CH3 COOH N-nitrusoamine can be converted into aiqzohy droxide by protonatian and subsequent deprotonatim Now Diazo hydroxide is protonated and water is removed fram the Compound to aire the required dia2onium intermidiate