The goals in this lab were to have a reaction occur with 4-methylcyclohexanol and an acid catalyst to form our product of 4-methylcyclohexene via an E1 reaction. This reaction is accomplished by removing the –OH group on 4...
Experiment 2: Dehydration of an Alcohol: Distillation and Gas Chromatography
Preparation of Methylcyclohexenes
The basic purpose of this experiment is to carry out the dehydration of an alcohol and isolate the reaction products by distillation. Gas Chromatography will be utilized to...
Preparation of 4-Methylcyclohexene
Background Alcohol dehydration is an acid-catalyzed reaction performed by strong, concentrated mineral acids such as sulfuric and phosphoric acids. The acid protonates the alcoholic hydroxyl group, permitting it to dissociate as water. Loss of a proton from the...
remaining number of experiments.
7. No copying is allowed. If two students have similar reports, their marks will be divided by two.
Title of Experiments
WEEK | CONTENTS |
3 | Acid-Base Extraction |
4 | Preparation of 4-methylcyclohexenefromdehydration of 4-methylcyclohexanol |
DEHYDRATION OF 4-METHYLCYCLOHEXANOL
Perform an acid-catalyzed dehydration of 4-methylcyclohexanol to produce
• Dehydration of an alcohol
• Preparation of an alkene
• Unsaturation tests
An acid-catalyzed dehydration is a common...
. The IR reading of the product collected in comparison to the IR of the starting reagent 2-Methylcyclohexanol showed in the 3400 cm−1 that the –OH had went from a broad peak to a small blip. This gives evidence to the degree of successfulness of the dehydration preformed but also shows that some...
-methylcyclohexene and 1-methycyclehexene respectively.
Samples of 1-methyl and 3-methyl cyclohexenes purchased from Aldrich chemical confirmed two of compound assignments for the dehydration of 2-methylcyclohexanol. Obviously, it remains to separate the 3 and 4-methylcyclohexene by GC.
Lab 9 Report Template: Acid Catalyzed Dehydration of 2-Methylcyclohexanol
In Experiment 9, distillation was used to carry out the dehydration of 2-methylcyclohexanol using 4:1 mixture of phosphoric and sulfuric acid. Gas Chromatography was then used to...
Experiment 41: 4-Methylcyclohexene
This experiment was a study of protonating a cyclo-alcohol to become a cyclo-ene. In this case 4-methylcyclohexanol was protonated using phosphoric acid to become 4-methylcyclohexene. This demonstrates the loss of an alcohol group by protonation...
of the methylcyclohexene produced from the reaction and what are their relative distribution?
2) Draw a detailed arrow mechanism illustrating how each of the anticipated products could be formed. Use your mechanisms to explain the product distribution represented by your GC analysis.
-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 of the methylcyclohexenes is 32.69%
Question 4 : The major product in this reaction is 1...
the case of 2-methylcyclohexanol, that would mean that 1-
methylcyclohexene should be formed as the major product. Therefore, in this experiment, we
will carry out the dehydration of 2-methylcylclohexanol in H3PO4/H2O, and analyze the
distribution of alkene products on a GC. The result would...
hypochlorous acid (Cl-OH) with 1-methylcyclohexene proceeds via a cyclic chloronium
ion and results in the formation of 2-chloro-1-methylcyclohexanol. Draw this product and the cyclic
chloronium ion intermediate indicating clearly the relative stereochemistry. What type of
intermediate is excluded by...
Propose a mechanism on free radicals substitution
6. Describe the preparation and reactions of alkenes.
7. Propose mechanism on preparation; dehydration of
8. Define carbocation, electrophile and Markovnikov’s Rule. 9. Propose mechanism on reaction addition of cold...
of the potassium permanganate solution. If the reaction occurs, you will
notice a rapid disappearance of the purple colour of the permanganate ion. Repeat
the above procedures with the two unknown liquids, and make observations.
DEHYDRATION OF AN ALCOHOL: CYCLOHEXENE FROM...
2 illustrate the mechanism for the acid-catalyzed dehydration of cyclohexanol
3 illustrate the mechanism for the acid-catalyzed dehydration of 2-methylcyclohexanol. how...
dominant product, the reaction follows Zaitsev's rule. Zaitsev's rule states that the major product of a β-elimination reaction is the most stable alkene .Acid-Catalyzed Dehydration is the elimination of a molecule of water from adjacent carbon atoms. An alcohol can be converted to an alkene by...
CH3 Menthol i) Dehydration ii) Dehydrogenation
It shows the presence of p-Cymene nucleus in menthol. 4. Menthone on oxidation with KMnO4 yields ketoacid C10H18O3 which readily oxidized to 3methyladipic acid. These reactions can be explained by considering the following...