Pre Lab Electrophilic Aromatic Substitution

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Pre- Lab

Electrophilic Aromatic Substitution

Title:

The study of the electrophilic aromatic benzene.

Chemical reaction:

Figure 1: Chemical reactions involved

Required materials:

 Benzaldehyde
 Toluene
 benzoyl chloride
 Water
 Ethanol
 ether
 Nitric/sulfuric mix
 AlCl3

Data table:

Reagents Molecular Safety Considerations Reaction densi Meltin Boili Rf Yiel


Mass Scale ty g ng valu d
(Mole of Point Poin e (%)
Reaction (℃) t (℃
) )
Starting Material
benzaldehyd 106.124 Benzaldehyde can 1 1.04 −26 179 0.9
e g·mol−1 irritate the nose and g/cm³ and
throat causing coughing 0.3
and shortness of breath.
The eye or skin contact
can cause irritation.
toluene 92.14 g/mol Toluene is a highly 1 0.867 -95 110. 0.37
flammable liquid and it g/cm 6
can cause mild damage 3
to the skin and the eyes.
benzoyl 140.57 it appears as a colorless 2 1.21 -1 197. 0.89
chloride g/mol fuming liquid with a g/cm³ 2
pungent odor, irritating
to skin and eyes.
Corrosive to metals and
tissue.

Reactant
water 18 no hazards 1 1g/c 100 N/a 0.66
m3
ethanol 46.07 g/mol Causes severe eye and 1 0.789 78.37 - 0.78
skin irritation. May g/cm 114.
cause gastrointestinal 3 1
irritation with nausea,
vomiting and diarrhea.
ether 74.12 g/mol it can cause drowsiness, 1 0.713 -116.3 34.6  0.85
excitement, dizziness, g/cm
vomiting, irregular 3
breathing, and increased
saliva.

Product
methyl 134.17 it is dangerous to skin 1 1.004
acetophenon g/mol and eyes. g/mL
e
nitro toluene 137.14 the fumes are toxic and 1 1.103
g/mol toxic to inhalation and 8
skin absorption. g/cm
3
nitro- 151.12 it is harmful if inhaled. 1 1.546
benzaldehyd g/mol Cause respiratory g/cm
e irritation. 3
Table 1: Data table of required materials

Procedure:

In this experiment we have to run the electrophilic reaction at different solvent conditions

and at different temperature conditions. In order to start, clicked the benzene nitration from the

clipboard. It will populate the substrate shelf. Now add benzaldehyde to the conical flask. Now

one of the three solvent has to be added. And then this flask should be clamp on the stir plate and

add H2SO4/HNO3 mixture. Now run the reaction at the ice bath, at the room temperature and at

reflux condition. Then by using 1-minute increment button, 10-minute increment button or 1-

hour increment button, to determine the reaction results. The progress can be check by TLC. Bu

using the other solvents, the same reaction is carried out and then the IR, MS, melting point and

point can be observed for the product.

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