1. Explain the following observations and suggest one structure for
each of the following compounds A to L
a.  A mixture of two isomeric compounds A and B (C8H8O2) was dissolved
in ether and the solution was shaken thoroughly with cold, dilute
aqueous sodium hydroxide. The aqueous phase yielded A.  recovery by
distillation of the material dissolved in ether, gave B
b.  Two isomeric compounds C and D (C7H9N) reacted with nitrous acid
at 5 degree celcius .  With compound C, a colorless gas was evolved
and compoundE (C7H8O) was produced.  with D, a water soluble product F
was obtained which on addition of phenol, formed an orange-red
nitrogen-containing solid G.
c.  The hydrocarbon H (C6H6) readily reacted with hydrogen in the
presence of a palladium catalyst hereas J (C6H6) was unreactive.  When
treated with an excess of bromine in carbon tetrachloride H gave K
(C6H6Br6).  Under the same conditions, J did not react but, on
tratment with bromine in the presence of iron (111) chloride, compound
L (c6H5Br) was formed.
2.   A compound A(C7H14O2) when heated under reflux with concentrated
aqueous ammonia gives two products B, (C4H9NO) and F, (C3H8O).  B can
be converted to C which on treatmnt with dilute hydrochloric acid and
aqueous sodium nitrite yields compound D isomeric with F.  D and F
give isomeric compounds E and G (C3H6O), on treatment with acidified
potassium dichromate solution.  Both E and G give precipitates with
hydroxylamine.  G ahs no reaction with Tollens reagent whereas E gives
a mirror on the side of the tube.  Name and give the structural
formulae for compound A to G, and outline a method by which B may be
converted to C.