On ozonolysis, unsaturated hydrocarbon X will form carbonyl compound, which gives positive Tollen's test. So, it should be aldehyde.
(a) 2,3 -dimethylbut-2-ene undergoes ozonolysis reaction to give 2 molecules of acetone.
(b) Isopropylidiene undergoes ozonolysis reaction to give acetone along with cyclopropanone.
| (i) O3 |
| ────▶ |
| (ii) Zn/H2O |
(c) Butyne reacts with
O3 and
Zn/H2O to give 2-oxobutyraldehyde. The aldehyde will give Tollen's test to give silver mirror. Note Tollen's reagent contain silver nitrate
(AgNO3), ammonia and sodium hydroxide
(NaOH) which react with aldehydes to give
Ag (silver mirror).
(d) But-2-yne undergoes ozonolysis to give butan-2, 3-dione.
Only product of option (c) contains aldehyde group.