Grinnell College‚ Grinnell‚ Iowa 50112‚ United States S Supporting Information * ABSTRACT: A simple organic chemistry experiment is described that investigates the kinetics of the reaction between 1-bromobutane (BuBr) and iodide (I−) as followed by observing the disappearance of BuBr and the appearance of 1-iodobutane (BuI) using 1H NMR spectroscopy. In small groups of three to four‚ students acquire data to examine the concentrationdependence of both the organic substrate and the nucleophile under
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type of reaction used in this lab experiment. Our objective was to see how a primary alkyl halide reacted with an 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
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In this experiment‚ we used simple distillation and extraction to do synthesis of 1-bromobutane. The experiment was carried out by mixing 13.3 g of sodium bromide‚ 15 mL of water and 10 mL of n-butyl alcohol in a 100 mL round bottom flask. We cooled the mixture and added 11.5 mL of concentrated sulfuric acid. Then the mixture was heated at reflux with a short condenser for 45 minutes and then we drained out the condenser. We removed the condenser and distillation head was set up to set up the condenser
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This lab will allows the comparison between elimination reactions under acidic and basic conditions through an analysis of two separate reactions: an 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
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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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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 the lab students
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Lab 5: The SN2 Reaction: 1-Bromobutane From K. L. Williamson‚ Macroscale and Microscale Organic Experiments‚ 2nd Ed. 1994‚ Houghton Mifflin‚ Boston. p247; revised 2/22/02 Prelab Exercise: Write a detailed flow sheet/ flow chart for the isolation and purification of 1-bromobutane. Designate how each minor-product is removed from the major product and which layer holds the product in each experimental step performed. [pic] Introduction This experiment utilizes SN2 chemistry
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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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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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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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