Synthesis of 1-Bromobutane from 1-Butanol Reference: Discovering Organic Chemistry in the Laboratory; John R. Ganson Ph. D‚ Revised 2011 by Alfredo Mellace Ph. D www.Aldrich.com Purpose: To synthesize 1-bromobutane from 1-butanol via SN2 reaction. Alcohols are converted into the alkyl halides adding an aqueous solution sodium bromide. The sulfuric acid acts as a catalyst in converting the OH functional group of butanol‚ to a better leaving group. In order for this reaction to synthesis 1-Bromobutane
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Preparation of 1-bromobutane from 1-butanol by SN2 reaction Objective: 1. To study the preparation of 1-bromobutane from 1-butanol by an SN2 reaction 2. To study the method of purification of an organic compound by simple extraction 3. To study the test of identification of alkyl halide Chemicals and Apparatus: ~18.0 g 1-butanol‚ ~20.0 g sodium bromide‚ 15 ml of concentrated sulfuric acid‚ anhydrous magnesium sulfate‚ ~10 ml of 5% aqueous sodium bicarbonate‚ ~1 ml of sodium iodide – acetone reagent‚ 1 ml of
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A: Dehydration of 1-butanol & 2-Butanol/Part B: Dehydrobromination of 1-Bromobutane & 2-Bromobutane Abstract The objective of this experiment is to successfully perform a dehydration of 1-butanol and 2-butanol‚ also dehydrobromination of 1-bromobutane and 2-bromobutane to form the alkene products 1-butene‚ trans-2-butene‚ and cis-2-butene. The dehydration reactions react under and acid-catalysis which follows an E1 mechanism. It was found that dehydration of 1-butanol yielded 3.84% cis-2-butene
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acid-catalyzed dehydration of 1-butanol and 2-butanol using sulfuric acid and a dehydrobromination under basic conditions using potassium tert-butoxide of 1-bromobutane and 2-bromobutane. The products of all four reactions will be analyzed with gas chromatography‚ which separates organic compounds to see how each reaction’s product are formed under the constraints of stereochemistry and regiochemistry. In a general elimination reaction‚ an atom or group of atoms is removed from a carbon‚ along with an
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alcohol. We did a conversion of n-butanol to 1-bromobutane. Br- ions is the nucleophile for this reaction which is generated from an aqueous solution of NaBr. The catalyst that converted the OH functional group of butanol to a better leaving group (H2O) was the Sulfuric Acid. [pic] Results.- Theoretical Yield C4H9OH + NaBr -------> C4H9Br + NaOH From 1-Butanol 20mL (butanol) x 0.810g (butanol) x 1mole (butanol) x 1mole(bromobutane) x 137.03g(bromobutane) = 29.95 g of 1bromobutane
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The Preparation of 1- Bromobutane Introduction... Aim : To prepare 1-Bromobutane. Background : The most common way of preparing alkyl halides‚ which are very useful intermediates in syntheses‚ is the replacement of the OH group of an alcohol by a halogen. This replacement is a nucleophilic substitution reaction‚ and alcohols do not undergo nucleophilic substitution reactions because hydroxide ison is strongly basic and a poor leaving group. However‚ alcohols readily undergo
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November 15‚ 2007 Synthesis of 1-Bromobutane Introduction: The purpose of this experiment is to synthesize 1-bromobutane from 1-butanol and sodium bromide. In order for this reaction to reach completion there are four major operations that need to be performed. The four major operations include refluxing‚ simple distillation‚ separation‚ and drying. To begin‚ in order for the compounds to react they will be dissolved in water and sulfuric acid will be added. The addition of sulfuric acid will
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13: Synthesis of 1-Bromobutane An SN2 Reaction Experiment #13: Synthesis of 1-Bromobutane an SN2 Reaction Introduction: In order to synthesize 1-Bromobutane an alkyl halide must be present to undergo a nucleophilic substitution reaction of an alcohol. Since 1-butanol is a primary substrate it will undergo an SN2 reaction with sodium bromide in order to convert the alcohol group to water which is a better leaving group and will in the end produce 1-bromobutane. Experimentally
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Synthesis of 1-bromobutane from 1-Butanol using the SN2 Reaction Abstract: The objective of this experiment is designed to study the synthesis of 1-bromobutane from 1 butanol using a SN2 reaction.. The product will then be analyzed using a flamed loop test by use of fire. Reaction Mechanism: CH3CH2CH2CH2—OH H+ CH3CH2CH2CH2— +OH2 Br- CH3CH2CH2CH2—Br + H2O 1-butanol
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Conclusion: Preparation of 1-Bromobutane The purpose of this experiment was to demonstrate the conversion of a primary alcohol‚ 1-butanol‚ to a primary bromoalkane‚ 1-bromobutane‚ a SN2 reaction. The conversion of 1-butanol to 1-bromobutane relies on sulfuric acid which plays two important roles. First‚ it protonates the alcohol of 1-butanol to form an oxonium ion which is a good leaving group. Secondly‚ it produces the hydrobromic acid‚ the nucleophile‚ which attacks 1-butanol causing the oxonium ion
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