ESTERS Ethyl acetate Methyl salicylate Ethyl benzoate Acetic

ESTERS

Ethyl acetate Methyl salicylate Ethyl benzoate Acetic acid + ethanol Methanol + Salicylic acid Ethanol + Benzoic acid Aliphatic Aromatic

Ethyl acetate Methyl salicylate Ethyl benzoate Physical properties: State Liquid, oily, true Color Odor Colorless Fruity odor Characteristic odor Vicks odor Ignition test: Inflammability Change in appearance Change in odor Residue comment Inflammable, non luminous, non smoky Inflammable, luminous, smoky All volatilization No change No residue The compound is aliphatic The compounds are aromatic

Miscibility: Ethyl acetate H 2 O L. p. Dil. HCl 10%Na. OH Conc. H 2 SO 4 Comment: Methyl salicylate Ethyl benzoate All immiscible. : All are neutral compounds

Preliminary test: Ethyl acetate Methyl salicylate Ethyl benzoate Soda lime Not done ( for solid only) 30% Na. OH No reaction On cold: On hot: Fe. Cl 3 No reaction White ppt of Na-salicylate Not done No reaction Violet color in ethanol layer On cold: No reaction Not done On hot: Conc. H 2 SO 4 No reaction in all On cold: On hot: No reaction in all No reaction

General test : 1. Hydroxylamine HCl test: Ester + hydroxylamine HCl ((white solid)) + 10% Na. OH after cooling + Dil. HCl + 2 drops Fe. Cl 3 until fussion clear solution Ethyl acetate Methyl salicylate Ethyl benzoate Reddish brown color Reddish violet color Reddish brown color 2. Hydrolysis test: 2 ml ester + 20 ml 10% Na. OH Reflux 30 min. Distillation Distillate (( alc. )) Ethanol + Acetic acid Methanol + Salicylic acid Residue (( acid)) Ethanol +Benzoic acid

Specific test : Ethyl acetate + H 2 O shaking Ethyl acetate is lighter than H 2 O Methyl salicylate+ H 2 O shaking Methyl salicylate is heavier than H 2 O Ethyl benzoate + H 2 O shaking Ethyl benzoate is heavier than H 2 O

IR Location Ethyl acetate 1735 cm -1 < 3000 cm -1 1735 cm -1 Methyl salicylate C=O stretching band CH aliphatic stretching band C=O stretching band < 3000 cm -1 CH aliphatic stretching band > 3000 cm -1 CH aromatic stretching band 1735 cm -1 Ethyl benzoate Comment C=O stretching band < 3000 cm -1 CH aliphatic stretching band > 3000 cm -1 CH aromatic stretching band