1.

What happens when diethyl ether reacts with following reagents. (i) axcess O_2(ii) Cl_2//light(iii) PCl_5 (iv) dil. H_2SO_4 //H_2O (v) CH_2COCl/Anhydrous ZnCl_2.

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Solution :Auto-oxidation :
(i) `CH_3-CH_2-O CH_2-CH_3 underset("slow")overset(excessO_2)to underset(("1-ethoxy ETHYL hydroperoxide"))(CH_3 - CH_2 -O- overset(""O-OH)overset(|)(CH)-CH_3)+ underset(("Diethyl peroxide"))(CH_3-CH_2 - O - O - CH_2 - CH_3)`
(II) `CH_3 - CH_2- O - CH_2 - CH_3underset("light")overset(10Cl_2)to underset("PERCHLORO ether")(C Cl_3 C Cl_2-O) - C Cl_2 -C Cl_3 + 10 HCL`
(iii) `CH_3 - CH_2 - O - CH_2 - CH_3 overset(PCl_5)to underset("Chloroethane")(2CH_3 - CH_2Cl) + POCl_3`
(iv) `CH_3 - CH_2 - O - CH_2 - CH_3 underset(H_2O)overset(dil. H_2SO_4)to underset("Ethanol")(2CH_3 - CH_2OH)`
(V) `CH_3-CH_2 - O - CH_2 - CH_3 underset("Anhydrous "ZnCl_2) overset(CH_3COCl) to underset("Chloroethane")(CH_3 - CH_2Cl) + underset("Ethy ethanoate")(CH_3COOCH_2CH_3)`


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