Synthesis of 1- Bromobutane an Sn2 Reaction - 1160 Words

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 alky halide reacts with an alcohol. Reagents: Reagents | Physical properties | Sodium bromide | Molecular formula: NaBrMolar mass: 102.894 g/molAppearance: White powderDensity: 3.21 g/cm3 (anhydrous)2.18 g/cm3†¦show more content†¦The weight and boiling point was then obtained of the product and recorded. Results: Boling point 1-bromobutane | 97oC | Starting weight 1-butonaol | 7.5g | Ending weight 1-butonaol | 8g | Percent yield of 1-bromobutane | 5% | Percent yield of 1-butonal | 6% | Calculations: Percent yield boiling point: Percent yield weight: Discussion: In the synthesis of 1-bromobutane alcohol is a poor leaving group; this problem is fixed by converting the OH group into H2O, which is a better leaving group. Depending on the structure of the alcohol it may undergo SN1 or SN2. Primary alky halides undergo SN2 reactions. 1- bromobutane is a primary alkyl halide, and may be synthesized by the acid-mediated reaction of a 1-butonaol with a bromide ion as a nucleophile. The proposed mechanism involves the initial formation of HBr in situ, the protonation of the alcohol by HBr, and the nucleophilic displacement by Br- to give the 1-bromobutane. In the reaction once the salts are dissolved and the mixture is gently heated with a reflux a noticeable reaction occurs with the development of two layers. When the distillation was clear the head temperature was around 115oC because the increased boiling point is caused by co-distillation of sulfuric acid and hydrobromic acid with water. When transferring allof the crude 1-bromobutane without the drying agent,Show MoreRelatedSn1 Sn2 Reactions1979 Words   |  8 PagesExperiment 15 amp; 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 dissolvedRead MoreEssay about Lab Report785 Words   |  4 PagesSynthesis of Butyl Benzoate Using Phase Transfer Catalysis The objective of the experiment is to synthesize the butly benzoate by nucleophilic substitution and characterize it by IR spectroscopy. The percent yield of the final product is determined after the synthesis. Procedures: 2.0 mL of 1-bromobutane, 3.0 g of sodium benzoate, 5.0 mL of water, 4 drops of Aliquat 336, and a boiling stone were placed in a 50mL round-bottomed flask. The reaction mixture was refluxed for 1 hour and the flaskRead MoreCaproic Acid Synthesis Essay1648 Words   |  7 PagesIn this lab, caproic acid was synthesized in a multi-step process that involved the synthesis of three intermediates – diethyl n-butylmalonate, potassium n-butylmalonate, and n-butyl malonic acid respectively. An IR was used to characterize the starting material, n-bromobutane, and the first intermediate, diethyl n-butylmalonate; while IR and NMR were used to characterize the final product, caproic acid. Reactions, Mechanism and Theory Caproic acid a.k.a n-hexanoic acid is a carboxylic acid derivedRead MoreNucleophilic Substitution: Synthesis of N-Butyl Bromide and T-Pentyl Chloride1608 Words   |  7 PagesNucleophilic Substitution | Synthesis of n-Butyl Bromide and t-Pentyl Chloride | | Jessica | [Pick the date] | Abstract The synthesis of the alkyl halide n-Butyl Bromide from alcohol is the foundation for the experiment. During the isolation of the n-butyl bromide, the crude product is washed with sulfuric acid, water, and sodium bicarbonate to remove any remaining acid or n-butyl alcohol. The primary alkyl halide halide n-butyl bromide is prepared by allowing n-butyl alcohol to react withRead MoreOrganic Chemistry Lab Report4021 Words   |  17 Pageskeeping methods used in research labs. Such methods are designed to organize experimental data in a format similar to that required for publication in major scientific journals. Here are some important considerations that apply in research settings. 1. Your work is unique, meaning that you might be the only person performing certain experiments. 2. Research is an ongoing process. The projects assigned to you will likely continue after you leave. People assigned to those projects will need to access