a. Given the decreasing order of Lewis basicities of the following:
i. ii. `overset (C_(2)H_(5)--O--C_(2)H_(5) underset (Dirthyl ether)`
iii.
b. i. ii. iii.
c. Completer the following reaction :

d. (A) (B) `overset (Nitration) rarr`
e.
f. How are the ethers distinguished form alcohols ?

Explanation

Boiling point:
All ethers are nearly of comparable molecular masses. The surface area is more in (a), while (b), (c), and (d) are compact molecules and have less surface area. The more the surface area, the higher is the boiling point. Decreasing boiling point order is: `a gt d gt c gt b`. (Molecular mass of a `a gt d gt c gt b`.)
Solubility :
i. Greater the `bar e`-density on the O atom, stronger is the H-bond and more soluble is the ether. In (b) and (c), some `bar e`-density on the O atom is taken away because of the extended `pi`-bonding with the double bond.
b.
c.
In (b), due to more reasonating structure, there is less `bar e` density on the O atom than is (c).
ii. The lesser the surface area, i.e., more compact and spherical, the more surface contact is a available for `H_(2)O` molecule to form H-bond. The decreasing order of solubilities in `H_(2)O` is : `d gt a gt c gt b`.