ESTERS ESTERS C O R OR
ESTERS. Acetic acid + ethanol Methanol + Salicylic acid Ethanol + Benzoic acid Aliphatic Aromatic Ethyl acetate Methyl salicylateEthyl benzoate.
Dec 18, 2015
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ESTERSESTERS
C
O
R OR
Acetic acid + ethanol
Methanol + Salicylic acid
Ethanol +Benzoic acid
Aliphatic Aromatic Aromatic
Ethyl acetate Methyl salicylate Ethyl benzoate
C
O
H3C OC2H5
OH
COOCH3
COOC2H5
Ethyl acetateEthyl acetate Methyl salicylateMethyl salicylate Ethyl benzoateEthyl benzoate
Physical properties:Physical properties:
State
Color
Odor
Inflammability
Change in appearance
Change in odor
Color imparted to the flame
Residue
comment
Liquid, oily, true
Fruity odor Vicks odor
Colorless
Ignition test:Ignition test:
Inflammable, non luminous, non smoky
No change
Characteristic odor
The compound is aliphatic
Inflammable, luminous, smoky
All volatilization
No change
No residue
The compounds are aromatic
Miscibility: Miscibility:
Ethyl acetateEthyl acetate Methyl salicylateMethyl salicylate Ethyl benzoateEthyl benzoateH2O
L.p.
Dil. HCl
10%NaOH
Conc. H2SO4
Comment:
All immiscible
.: All are neutral compounds
All immiscible
All immiscible
All immiscible
Preliminary test:Preliminary test:
Ethyl acetateEthyl acetate Methyl salicylateMethyl salicylate Ethyl benzoateEthyl benzoate Soda limeSoda lime
30% NaOH30% NaOH
On cold:On cold:
On hot:On hot:
FeClFeCl33
On cold:On cold:
On hot:On hot:
Conc. HConc. H22SOSO44
On cold:On cold:
On hot:On hot:
Not done ( for solid only)
Not done
Not done
No reaction in all
No reaction in all
No reaction
Violet color in ethanol layer
White ppt of Na-salicylate No reaction
No reaction No reaction
No reaction No reaction
No reaction No reaction
General test :General test :
Ethyl acetateEthyl acetate Methyl salicylateMethyl salicylate Ethyl benzoateEthyl benzoate
1. Hydroxylamine HCl test:1. Hydroxylamine HCl test:Ester + hydroxylamine HCl ((white solid)) + 10% NaOH until fussion clear solution after cooling + Dil. HCl + 2 drops FeCl3
Reddish brown color Reddish violet color Reddish brown color
2. Hydrolysis test:2. Hydrolysis test:
2 ml ester + 20ml 10% NaOH Reflux 30 min. Distillation
Distillate (( alc.)) Residue (( acid))Ethanol + Acetic acid Methanol + Salicylic acid Ethanol +Benzoic acid
Specific test :Specific test :
Ethyl acetateEthyl acetate Methyl salicylateMethyl salicylate Ethyl benzoateEthyl benzoate
Ethyl acetate is Ethyl acetate is lighterlighter than Hthan H22OO
Ethyl acetate + H2O shaking
Methyl salicylate+ H2O shaking
Ethyl benzoate + H2O shaking
Methyl salicylate is Methyl salicylate is heavierheavier than H than H22OO
Ethyl benzoate is Ethyl benzoate is heavierheavier than H than H22OO
IRLocationLocation CommentComment
Ethyl acetateEthyl acetate
Methyl salicylateMethyl salicylate
Ethyl benzoateEthyl benzoate
1750 – 1735 cm -1
< 3000 cm -1
C=O stretching band
C=O stretching band1750 – 1735 cm -1
CH aliphatic stretching band
CH aliphatic stretching band
> 3000 cm -1 CH aromatic stretching band
1750 – 1735 cm -1 C=O stretching band
< 3000 cm -1 CH aliphatic stretching band
> 3000 cm -1 CH aromatic stretching band
3400 – 3200 cm -1 -OH stretching band
< 3000 cm -1
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