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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Experiment 13: Synthesis of 1- Bromobutane An SN2 Reaction Theory: One of the methods of preparing alkyl halides is via the nucleophilic substitution reactions of alcohols. Alcohols are inexpensive materials and easy to maintain. However‚ they are a poor leaving group the OH group is a problem in nucleophilic substitution‚ this problem is fixed by converting the alcohol into H2O. Objective: The objective of this lab is to observe the synthesis of 1-bromobutane in an SN2 reaction‚ to see how
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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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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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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 to convert 1-butanol
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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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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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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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Reactions of Three Isomers of Butanol Purpose: To test the reactions of primary‚ secondary‚ and tertiary alcohols with acid and with an oxidizing agent. Equipment and Materials: Chemical safety goggles Lab apron Protective gloves 3 test tubes Test-tube rack Eyedropper Dropper bottles containing the following Butan-1-ol Butan-2-ol 2-methylpropan-2-ol Potassium permanganate solution‚ KMnO4(aq) (0.01 mol/L) Concentrated hydrochloric acid‚ HCl(aq) (12 mol/L) *Alcohols are flammable and
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Lab: Comparison of Three Isomers of Butanol Pre-lab: 1. Write the general reaction of an alcohol and HCl. 2. What would the solubility be of an alcohol in water. 3. What would the solubility be of an alkyl halide in water? 4. What is the purpose of KMnO4 in the reactions? Safety: Concentrated hydrochloric acid is corrosive and the vapour is very irritating to the respiratory system. Avoid contact with skin‚ eyes‚ clothing‚ and the lab bench. Wear eye protection and a lab apron.
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