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Give chemical tests to distinguish between the following pairs of compound .
(a) Phenol and benzoic acid
(b) Propanol and propanone
(c) Benzoic acid and ethyl benzoate

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(a)

Reagent Phenol Benzoic acid
Neutral FeCl3 Dark-green, grey violet complex No colour change
NaHCO3 (sol.) No gas evolves CO2 evolves

(b)

Reagent Propanol Propanone
NaOH + I2 heat No reaction Yellow ppt of CHI3 forms

(c)

Reagent

Benzoic acid

Ethyl benzoate

NaHCO3 (aq) CO2 gas evolves (Effervesence of CO2) No gas evolves

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