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 a primary
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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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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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substitution reactions of alcohols. SN2 reaction is the 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
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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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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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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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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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Summary of Chapter 11 Material SN2 Reaction Substrate: NO SN2 ON A TERTIARY HALOALKANE!! order of reactivity is as follows: Methyl > 1 > 2 Sterically less hindered substrates have faster rates in SN2 Nucleophile: If the reacting atom is the same in a series‚ nucleophilicity parallels basicity (i.e. -OH > -OCH3 > -OCH2CH3 > H2O) For the halogens in GAS PHASE: F- > Cl- > Br- > IFor the halogens in SOLUTION: I- > Br- > Cl- > F- (due to solvation of nucleophile‚ rendering it inactive) Negatively
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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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