Question

Compound `C_(4)H_(8)O_(2)` exists in various strutures as shown:

Which statement(s) is/are correct?
A. a.Compounds I and II give iodoform test. Compound I gives white turbidity on heating with Lucas reagent, while compound II reduces Tollens reagent.
B. b.Compound III gives silver mirror with `[Ag(NH_(3))_(2)]^(o+)` and does not react with NaOBr.
C. c.Compound IV on acid hydrolysis gives `C_(2)H_(5)COOH` and `MeOH`
D. d.Compound V on heating is decarboxylated to propane.

Answer 1

Correct Answer - A::B
a. Compound (I) contains `(Me-overset(O)overset(||)(C )-)` group hence gives iodoform test. It also contains `1^(@)` alcoholic with Lucas reagent (anhydrous `ZnCl_(2): "conc". HCl=1:1)`. Compound (II) reduces Tollensreagent although it does not contain `(-CHO)` group but T.R. test is also given by `alpha`-hydroxy ketones.

So the statement `(a)` is correct.
b. Compound (III) is an aldehyde, so it gives positive T.R. test but it does not give halform reaction with NaOBr or `(NaOH+Br_(2))`, since it does not contain `(CH_(3)-CHO)` group. So the statement `(b)` is also correct.
c.
d. Compound `(V)` on heating cannot decarboxylate, but with soda lime it can decarboxylate to give propane. Only acids containing `beta-keto` group can easily undergo decarboxylation on heating.
So the statement (d) is wrong.
Hence, the answer are `(a)` and `(b)`.