org/jchemeduc NMR Kinetics of the SN2 Reaction between BuBr and I−: An Introductory Organic Chemistry Laboratory Exercise T. Andrew Mobley* Department of Chemistry‚ 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
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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
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Experiment 1: Preparation of 1-Bromobutane and Reactivity of Alkyl Halides Objective: The purpose of this lab is to prepare 1-bromobutane from 1-butanol in an acid-catalyzed substitution reaction. While the reaction would be expected to occur as SN2 due to the primary nature of the substrate‚ because H2SO4 is used as a solvent‚ the conditions are very polar and the reaction can proceed via an SN1 reaction. The main objective is to obtain test results to determine the mechanism of the reaction
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Part 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%
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Title: Synthesis and Reaction of halogenoalkane‚ 1-bromobutane Aim: To prepare 1-bromobutane and investigate some of its reactions Materials and Apparatus: • Eye protection • Distillation Kit • Thermometer • Measuring cylinder • Teat pipette • Rack with 3 small test tubes • Beaker Chemicals: • Butan-1-ol (harmful and flammable) • Sodium bromide • Concentrated sulphuric acid (very corrosive) • Anhydrous sodium sulphate • Concentrated hydrochloric acid (corrosive) • Ethanol
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Experiment 15 & 16: Preparation of 1-bromobutane‚ an SN2 reaction Preparation of 2-chloro-2-methylbutane‚ an SN1 reaction 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
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Materials & Methods: Materials used: 1-bromobutane 1-chlorobutane bromocyclopentane Bromocylcohexane 2-chlorobutane 2-bromobutane 2-chloro2-metylpropane 2-bromo-2-methylpropane Crotyl chloride Bromobenzene Benzyl chloride 1-chloroadamantene Methods/Techniques: Physiochemical Research: Reagent | Formula Weight | Density | Boiling Point | Melting Point | Color | 1-bromobutane | 137.023 g/mol | 1.2676 g/ml | 372-376 K | 160.7 K | Clear | 1-chlorobutane | 92.57 g/mol | .89 g/ml
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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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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 the constraints
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Experiment 14: Preparation of 1-Bromobutane Goal: To prepare 1-Bromobutane by the SN2 reaction from 1-Butanol with Sodium Bromide and Sulfuric Acid. Mechanism: Procedure: 1. Place 27g of NaBr‚ 20mL of n-butyl alcohol‚ and 30mL of water into a 250mL round bottom flask. 2. Put the mixture in an ice-water batch and cool briefly‚ then slowly add 23 mL of conc H2SO4 while stirring with a magnetic stirrer. 3. Place a water-cooled condenser and heat the flask until the mixture boils while
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