Use simple chemical test to differentiate between the following pairs of organic compounds:
(i) 2, 4, 6-trinitro phenol and 2, 4, 6-tri methyl phenol.

(ii) Anisole and benzyl alcohol.

294.

Give a chemical test to distinguish between: 2-pentanol and 3-pentanol.

Write the resonance structures of phenol (which is similar to that of chlorobenzene) and explain why it does not form chlorobenzene on reaction with PCI₅ Explain whether phenol can be dehydrated on heating with catalytic amounts of conc. H₂SO₄.

Account for the following:
Alcohols with three or less carbons are water-soluble while alcohols with five or more carbons are insoluble.

Account for the following:
tert-butanol is more volatile than n-butanol.

To cleave the C—O bond in alcohols small amount of acid is added. Explain.

Write the reaction for the preparation of the following:

n-propyl chloride from n-propyl alcohol.

Write the reaction for the preparation of the following:
2, 4-dinitro phenol from 2, 4-dinitro chlorobenzene;