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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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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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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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 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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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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Formation of an Alkene by Alcohol Dehydration Lab Report Balanced Chemical Equation for the Main Reaction Mechanism The acid-catalyzed dehydration of secondary and tertiary alcohols involves non-isolable carbocation intermediaries. In the first step of the of the reaction mechanism below‚ a phosphoric acid catalyst adds a proton to the oxygen atom of the alcohol to form an oxonium ion. The OH is converted to a better leaving group as the positive charge on the oxygen weakens the carbon-oxygen
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Dehydration refers to a chemical reaction where the reactant loses a water molecule. In the presence of a strong acid like 85% phosphoric acid‚ an alcohol like-2-methylcyclohexanol can be dehydrated to form an alkene. In this experiment‚ alcohol was dehydrated by E1 elimination‚ in order to synthesize cyclohexene. First‚ alcohol is protonated by the acid. Second‚ during E1 elimination‚ a carbocation is formed by the removal of an oxonium ion to yield a secondary and a tertiary carbocation. The receiving
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Experiment 9-Dehydration of 2-methylcyclohexanol Name______________________________________________________________________ Lab Partner_________________________________________________________________ Lab Day and Time____________________________________________________________ Report appearance (Typed‚ on time‚ in order‚ presentable‚ complete) 1 2 3 4 5 Abstract 1 2 3 4 5 Introduction 1 2 3 4 5
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reaction is the most stable alkene [1].Acid-Catalyzed Dehydration is the elimination of a molecule of water from adjacent carbon atoms. An alcohol can be converted to an alkene by dehydration‚ which is often brought on by heating the alcohol with either 85% phosphoric acid or concentrated sulfuric acid [1]. The objective of this experiment is to dehydrate 3-methyl-3-pentanol to obtain the product mixture of isomeric alkenes 3-methyl-2pentene and 2-ethyl-1-butene. Then use the gas chromatography to separate
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