Orgo Lab 5

Introduction The objective of this experiment was to carry out an elimination reaction on 2-methylalcohol with an acid to produce alkenes as a product. The product formed is separated through distillation. Because more than one alkene product can result from the reaction, Gas Chromatography is used to analyze the composition of the product mixture. IR spectrometry is also carried out to confirm the product.

Procedure This experiment was carried out as described in Class Pak. The heat source power was set to 3 for fractional distillation and to 2 for simple distillation. For both processes, aluminum foil was wrapped around the heat source and flask to trap the heat and speed up the process.
Results
Injection Port Temperature
200
Column Temperature (
55
He flow rate
2.75
Attenuation setting
1
Current Setting (mA)
80
Injection Volume)
2.0
Table 1. Gas Chromatography parameters

Peak
Name of Compound
Peak Retention Time
Peak Height
Peak Area
Relative ratio of product
1
3-methylcyclohexene
1.316
0.418
3.2010
1
2
1-methylcyclohexene
1.666
2.464
25.0125
7.81
Table 2. Results and data collected

Volume of product (mL)
1.9
Moles of product formed (mol)
0.016
Theoretical moles of product (mol)
0.0489
Yield of product (%)
32.69
Table 3. Volume and yield of product

Original Sample
Type of bond
Wavenumber (cm-1)
-OH
3361.43
C-O
1067.05
C-H (Aliphatic)
2856.74
C-H
1450.46
Product Sample
Type of bond
Wavenumber (cm-1)
-OH
2926.71
C=C
1672.98
C-O
1087.08
C-H (Aliphatic)
2723.55
C-H
1439.11
Table 4. IR spectrum values

Conclusion
Question 1 : The GC trace is attached at the back of the report and the parameters used are presented in Table 1.
Question 2 : The ratio of 1-methylcyclohexene to 3-methylcyclohexene is 7.81 : 1. This means that for every molecule of 3-methylcyclohexene, there is approximately 8 molecules of 1-methylcyclohexene.
Question 3 : The percent yield