DEHYDRATION OF 4-METHYLCYCLOHEXANOL PURPOSE Perform an acid-catalyzed dehydration of 4-methylcyclohexanol to produce 4-methycyclohexene. TECHNIQUES • Dehydration of an alcohol • Preparation of an alkene • Distillation • Unsaturation tests THEORY An acid-catalyzed dehydration is a common way to synthesize an alkene from an alcohol. Use of a strong acid like sulfuric or phosphoric acid serves to protonate the alcohol "OH" group‚ forming an H2O molecule that is a much better leaving group
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Compilation of “Dehydration of Methylcyclohexanol” Blog entries: A common Sophomore Organic Chemistry laboratory experiment that has great potential for further research is the acid catalyzed dehydration of simple alcohols. The classic dehydration of 2-methylcyclohexanol experiment that was introduced in Journal of Chemical Education in 1967 Taber(1967)JCE:44‚p620. The rather simple procedure of distilling an alcohol with an aqueous acid has spawned several investigations that have resulted
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Lab 22: 4-Methylcyclohexene Abstract: We treated 4-methylcyclohexanol with phosphoric acid‚ and after purification we produced the end product 4-methylcyclohexene. We determined we had a pure product based on the results of the tests with Br2 and KMnO4‚ as well as the IR absorbtion spectrum of the final product. Purpose: The purpose of this experiment is to obtain pure 4-methylcyclohexene by reacting 4-methylcyclohexanol and phosphoric acid. Through distillation
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Experiment 41: 4-Methylcyclohexene Introduction: 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‚ the loss of a proton from the cyclohexane to form an alkene through elimination. This also demonstrates Le Chatelier’s principle‚ by using distillation to remove the product as it is formed the equilibrium
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Dehydration of Methylcyclohexanols 1. Introduction The purpose of this experiment was to carry out the dehydration of 2-methylcyclohexanol or 4-methylcyclohexanol by heating the alcohol in the presence of phosphoric acid. The alcohol was a mixture of cis and trans isomers‚ so it might have exhibited an Evelyn effect. It was also looked at if the products showed the Zaitsev’s rule‚ where in an elimination reaction‚ the most stable alkene was favored‚ which was usually the most substituted one and
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Dehydration of Methylcyclohexanols Balie Zander Date Conducted: March 27‚ 2013 Date Submitted: April 3‚ 2013 Introduction: The purpose of this experiment was to demonstrate the application of Zaitzev’s rule‚ the Evelyn Effect and the occurrence of an E1 mechanism in an alcohol dehydration reaction. Specifically this experiment involved the dehydration of 2-methylcylcohexanol by heating this alcohol in the presence of phosphoric acid and then to based on the results of the gas chromatography
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IntroductionA dehydration reaction of an alcohol results in an alkene. This type of reaction requires an alcohol‚ an acid catalyst and heat. Generally strong concentrated acids‚ like sulfuric acid and phosphoric acid‚ are used as the acid catalyst.The acid catalyst protonates the alcohol‚ to make a much better leaving group. Weakest bases make the best leaving groups‚ so once the alcohol is protonated the leaving group leaves and produces in a carbocation and water. In order to form the double bond
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Preparation of 4-bromoaniline Introduction Aromatic compounds tend to undergo electrophilic aromatic substitutions rather than addition reactions. Substitution of a new group for a hydrogen atom takes place via a resonance-stabilized carbocation. As the benzene ring is quite electron-rich‚ it almost always behaves as a nucleophile in a reaction which means the substitution on benzene occurs by the addition of an electrophile. Substituted benzenes tend to react at predictable positions. Alkyl groups
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In order to first perform the reaction‚ 1.5 mL of 4-methylcyclohexanol was added to a pre-weighed 5mL conical vial. The conical vial was then weighed to find the actual mass of 4-methylcycloheaxanol. Then‚ 0.4mL of 85% phosphoric acid was added to the conical vial using a plastic pipet. Six drops of concentrated sulfuric acid was then added to the vial using a glass pipet. A spin vane was then added before adding the Hickman head‚ water condenser and a drying tube packed with calcium chloride to
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Dehydration of 2-Methylcyclohexanol February 10‚ 2013 Introduction This experiment was done to demonstrate the practical use of dehydration reactions and produce three different products. Dehydration reactions are reactions that involve the leaving of an “-OH” or “-H” group resulting in the formation of a double bond between two carbons. For the experiment we used 2-Methylcyclohexanol as a beginning reagent to dehydrate and possibly form 3-methylcyclohexene‚ 1-methylcyclohexene‚ or methylenecyclohexane
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