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CHM 412
EXPERIMENT 8:
PREPARATION OF CYCLOHEXENE FROM CYCLOHEXANOL
NAME:
STUDENT ID:
2014827564
GROUP:
ED2604A
DATE OF EXPERIMENT:
DATE OF SUBMISSON:
INSTRUCTORS NAME:
EXPERIMENT 8
PREPARATION OF CYCLOHEXENE FROM CYCLOHEXANOL
for
cyclohexanol
and
cylohexene.
State
the
Apparatus
Thermometer -1
still head -1
condenser - 1
round bottom flask (50ml) - 1
receiving flask (50 ml) -1
rubber hoses - 2
conical flasks (150-250 ml) -2
adapters depending on the set available
retort stands - 2 pc
gravity funnel -1
water bath
separatory funnel and stopperv(150ml) -1 set
test tube - 1
Chemicals
Cyclohexanol
85% phosphoric acid
sodium chloride solid
10% sodium carbonate solution
anhydrous magnesium sulfate
boiling chips
ice cubes.
1-2% KMnO4 solution
Procedure
1.
2.
3.
4.
5.
6.
7.
8.
9.
Discussion:
1. The initial volume of cyclohexanol is 20ml and the end product, cyclohexene is 8.5 ml.
the expected volume is 15.79 ml. the percentage yield is 53.83 %.
2. There errors that could occur during distillation process are the presence of contaminants
in the fractionating column. If residual liquids have similar boiling point cyclohexene
used in this experiment, they could have contaminated either the distillate or the liquid in
the boiling flask, creating excess volume in the distillate.
3. Another possible error that could occur is loose sealed joints in glassware and residual
distillate left in the distillation apparatuses. Joints that were not tightly sealed could have
resulted in vapour loss, which would contribute to a lower volume of collected distillate.
Residual distillate condensation left stuck to the inside of the distillation apparatus also
contributes to distillate loss.
Conclusion:
The volume of cyclohexene produced is 8.5 ml. the expected volume is 15.79 ml. The percentage
yield is 53.83%.
References
Clark, J. (n.d.) Reactions of Alkenes with Potassium Manganate. Retrieved at 16th May 2016 at
http://chemwiki.ucdavis.edu/Core/Organic_Chemistry/Hydrocarbons/Alkenes/Reactivity_of_Alk
enes/Reactions_of_Alkenes_with_Potassium_Manganate
Deenik, P., Guerin, M, & Kiel, K. (n.d.) Lab 3: Distillation. Retrieved at 16th May 2016 at
https://ochemwonderstudents.wikispaces.com/DistillationLab
Georgia, N. (n.d.) Possible sources of error. Retrieved at 16th May 2016
https://www.coursehero.com/file/p1dknbu/Possible-sources-of-error-in-the-fractionaldistillation-method-could-include/
at
Questions:
1) Find the moles of cylohexene formed in the experiment.
H
OH
OH2
+ H2O
+ H2O
x 100 =
8.5
15.79 x 100 = 53.83 %
(b)
2-methyl-1-cyclohexanol