Given below are two statements for the following reaction sequence. [figure] In the light of the above statements, choose the correct answer from the options given below :
- Statement I is true but Statement II is false
- Both Statement I and Statement II are true
- Statement I is false but Statement II is true
- Both Statement I and Statement II are false
Answer
(2) Both Statement I and Statement II are true
Solution
X (C3H6Cl2, e.g. CH3CCl2CH3) undergoes double dehydrohalogenation with excess NaNH2:
CH3CCl2CH3 excess NaNH2 CH3-C CH (propyne, Y)
Z: hydration of propyne with dil. H2SO4 / Hg2+ follows Markovnikov's rule:
CH3-C CH + H2O Hg2+, H+ CH3COCH3 (propanone, Z)
Z is a methyl ketone (CH3CO-), so it gives the iodoform test: with NaOI it forms a yellow precipitate of CHI3. Statement I is true.
Q: as per NCERT, alkynes passed through a red hot iron tube at 873 K undergo cyclic polymerisation; three molecules of propyne give mesitylene (1,3,5-trimethylbenzene), C9H12:
[figure]
Aromatic H = 3 (one on each free ring carbon), aliphatic H = 9 (three CH3 groups)
aromatic : aliphatic = 3 : 9 = 1 : 3. Statement II is true.
Answer: (2)