Competing Nucleophiles Table of results: Area (mm²) Percent composition 1-bromobutane 511 85.02% 1-chlorobutane 90 14.98% 2-bromobutane 432.25 78.63% 2-chlorobutane 117.5 21.37% 2-bromo-2-methylpropane 280 37.58% 2-chloro-2-methylpropane 465 62.42% Discussion: 1. In 1-butanol Base on the data table‚ 1-bromobutane dominated the composition of 85.02%‚ which indicates the conclusion that the mechanism for 1-butanol is SN2‚ and bromide is a better nucleophile. The first
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Competitive Nucleophiles With 1-Butanol In this experiment you will determine the nucleophile strength of bromide ion vs. chloride ion in their reaction with 1-butanol in acidic solution. The reaction is shown below. The reagents are a convenient source of HBr and HCl. The reaction is an SN2 reaction with H2O as the leaving group and Cl- and Br- as the nucleophiles. The molar amounts of Cl - and Br- are equal‚ so the better nucleophile will lead to more product. You will analyze the amounts of 1-bromobutane
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Title: Competing Nucleophiles (Exp 24‚ pp 211-221‚ pp 808-823‚ pp 836-842) Purpose: The purpose of this experiment is to determine the nucleophilic strength of chloride and bromide ions as it reacts with 1-butanol (n-butyl) and 2-methyl-2-propanol (t-butyl alcohol) under SN1 and SN2 conditions. Method: 40 g of ice and approximately 30 ml of sulfuric acid is cautiously added to a 100 mL beaker respectively. Weigh 7.6 g of ammonium chloride and 14.0 g of ammonium bromide and place it in
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Discussion: In this experiment‚ we alkylate sodium saccharin to N-ethylsaccharin with iodoethane in an aprotic solvent N‚N dimethylformamide. Nucleophiles in this experiment will react better in an aprotic solvent. Aprotic solvents have dipoles due to its polar bonds but they do not have H atoms that can be donated into a H-bond. The anions which are the O- and N- of sodium saccharin are not solvated therefore are “naked” and the reaction is not inhibited and preceded in an accelerated rate.
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Competitive Nucleophiles Introduction: The purpose of this experiment was to compare the relative nucleophilicities of chloride ions and bromide ions in two different reactions. One reaction involved n-butyl alcohol and the other involved t-pentyl alcohol. We performed the reactions and compared the percentages of alkyl chloride and alkyl bromide in the product. To perform this experiment‚ we used methods including heating reaction mixture under reflux‚ extraction using a separatory funnel
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Mechanism * The SN2 reaction is concerted. That is‚ the SN2 occurs in one step‚ and both the nucleophile and substrate are involved in the rate determining step. Therefore the rate is dependent on both the concentration of substrate and that of the nucleophile. * The SN1 reaction proceeds stepwise. The leaving group first leaves‚ whereupon a carbocation forms that is attacked by the nucleophile. The Big Barrier - this is the most important thing to understand about each reaction. What’s the
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ETHERS Classification of Ethers: Symmetrical ethers – two groups attached to O are identical Ex. CH3CH2OCH2CH3 – diethyl ether Unsymmetrical ethers – two groups attached to O are not identical Ex. CH3CH2OCH3 – ethyl methyl ether Physical Properties of Ethers: Ethers have much lower boiling points compared to alcohols of comparable MWs. BPs of ethers increases with increasing MW. BPs of isomeric ethers increase with increasing alkyl chain length. BPs of ethers are about the
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Alkyl Halides Alkyl halides are a class of compounds where a halogen atom or atoms are bound to an sp3 orbital of an alkyl group. CHCl3 (Chloroform: organic solvent) CF2Cl2 (Freon-12: refrigerant CFC) CF3CHClBr (Halothane: anesthetic) Halogen atoms are more electronegative than carbon atoms‚ and so the C-Hal bond is polarized. H H μ C + C-l δ δ H The C-X bond is polarized in such a way that there is partial positive charge on the carbon and partial negative charge on the halogen. Dipole moment
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Report: Nucleophilic substitution reaction Introduction: Alkyl halides undergo many reactions in which a nucleophile displaces the halogen atom bonded to the central carbon of the molecule. The displaced halogen atom becomes a halide ion. | | | | Some typical nucleophiles are the hydroxy group (−OH)‚ the alkoxy group (RO−)‚ and the cyanide ion (−C N). Reaction of these nucleophiles with an alkyl halide (R—X) gives the following reactions and products: | | | | The halogen
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very easy and forms a positively charged ammonium ion. As well as being a strong base‚ amines are also quite good nucleophiles. When the nitrogen is directly attached to one or two R groups is more nucleophillic than when directly attached to a hydrogen atom. The reason behind this is due to the electron donating ability of the alkyl group. However‚ the increasing strength of the nucleophile proves difficulty when added
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