preview

Lab 1 Nitration Of Naphthalene

Decent Essays
Nitration of Naphthalene
Wed 2/25/2015
Lab report # 1

Abstract:
The purpose of this experiment was to nitrate naphthalene with nitronium ion, which is formed at low concentration from a reaction of nitric acid and sulfuric acid. The percent yield from the experiment was 54.4% of the product, and the melting point of the possible results were 59 °C for 1-nitronaphthalene, and 78°C for 2-nitronaphthalene.

Introduction:
Polynuclear aromatic hydrocarbons such as naphthalene can be nitrated by the same methods as benzene derivatives, including the well-known “mixed acid” method that utilizes a mixture of nitric acid and sulfuric acid. The electrophile is the nitronium ion, NO2+, which is formed at low concentration by a reaction of
…show more content…
The solid was then boiled with 10ml of fresh water for 10minutes. The mixture was cooled in ice and the product was collected by vacuum filtration. 0.1 of the crude product was then recrystallized for 5minutes with 5ml of hexane under reflux. The hot solution was filtered using a preheated filtering paper. Crystallization occurred, and then the product was collect by vacuum filtration. The product was dried and the melting and mass were measured of the product, nitro naphthalene.
Results:
Table 1: physical properties for reactant and products:
Reactant/ product
Molecular weight (g/mol)
M Pt (°C)
B Pt (°C)
Density(g/mL)
Sulfuric acid
98.079
X
X
X
Nitric Acid
63.01
X
83
X
Hexane
86.18
X
68
0.654
Naphthalene
128.17
78
X
X
Nitro Naphthalene
173.17
59
X
X

Table 2: Data collected during lab:
Reactant/ product
Weights( mass) (g)
Moles(mmoles)(g/moles)
Naphthalene used
0.610
0.0049
Empty container
23.87
X
Container + crude product
24.35
X
Crude product weight
0.48
0.0027 Table 3: Data collected during recrystallization:

Weights(mass) (g)
Moles(mmoles) (g/moles)
Empty container
31.5
X
Container + recrystallized product
32.4
X
Recrystallized product
0.09
0.006197
Theoretical yield
0.824
0.00476
Percent yield
52.4 %
0.00249

Discussion:
The percent yield from the experiment was 54.4% of the product, which was low. This low percentage yield might occurred due to loss of the product during transferring or weighing. The melting point of the possible
    Get Access