UNIVERSITY TUNKU ABDUL RAHMAN
FACULTY OF SCIENCE
BACHELOR OF SCIENCE(HONS)BIOCHEMISTRY
YEAR 1 SEMESTER 1
UDEC1164 ORGANIC CHEMISTRY
Name: Cheong Wai See
Student ID: 1404057
Practical Group: 1
Title of Experiment:
Name of Tutor: Dr. Mohammod Aminuzzaman
Date: 24 February 2016
Tiltle: Nitration of Methyl Benzoate
-To prepare methyl-3-nitrobenzoate from nitration of methyl benzoate by electropilic aromatic substitution.
-To calculate the percentage yield and get the melting point of methyl-3-nitrobenzoate.
Benzene contains compounds have special properties that make them to react differently than other molecules. The conjugated compound of dienes in aromatic rings give an extra stability to undergo addition reactions…show more content… The reaction mixture was stood for an additional 15 minutes to allow reaction to proceed to completion.
6.The reaction mixture was poured onto about 10g of crushed ice in a beaker.
7.The product was isolated by vacuum filtration. The solid with a tiny amount of ice cold 50% methanol(mixture 1:1 methanol-water).
8.The crude product was recrystallized using methanol as the recrystallization solvent.
9.The yield and melting point were recorded.
Weight of filter paper =
Weight of filter paper + crystals =
Weight of crystals = 2.1594g
Melting point of crystals = 79°C
Density of methyl benzoate = 1.094g/mL
Mass of methyl benzoate = Density × Volume = 1.094g/mL × 2.8mL = 3.0632g
Mole of methyl benzoate = Mass ÷ Molecular mass = 3.0632g ÷ 136.15g/mol = 0.0225mol
C6H5COOH3 + HNO3 C6H4COOH3NO2 + H2O
1mole of C6H5COOH3 will form 1 mole of C6H4COOH3NO2 .
0.225mole of C6H5COOH3 will form 1 mole of C6H4COOH3NO2 .
Theoretical mass of methyl-3-nitrobenzoate = 0.0225mol × 181.4g/mol = 4.07565g