Preparation and SN1 Reactivity of 2-Bromobutane Paul DeJong Department of Chemistry‚ Illinois State University‚ Normal‚ IL 61790-4160 Submitted: April 4‚ 2013 Introduction The purpose of part 1 of the lab is to prepare 2-Bromobutane using SN1 reactions. The purpose of part 2 of the lab is to determine the relative reactivity of alkyl halides under SN1 conditions. Results and Discussion The Overall Reaction The Proposed Mechanism Experimental Procedure To prepare
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on of the carbons. The other bromine adds to the other carbon but on the opposite side so that only the meso compound is made. During the reaction the bridged halonioum intermediate is very important in desscussing the results in the actual experiment. Although the meso compound dominated because it is the most stable‚ the d/l compounds of stilbene
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The SN2 reaction requires three qualities: a strong nucleophile‚ a good‚ unhindered leaving group‚ and a polar‚ aprotic solvent. For our reaction‚ we have all three bases covered. The nucleophile is an alkoxide‚ a deprotonated alcohol. Technically‚ because our alcohol is a phenol‚ the conjugate base is called a phenoxide. Phenol itself has a pKa of about 10‚ but our alcohol has more resonance opportunities‚ so the pKa is down around 8. This is sufficiently acidic for use of weak base like K2CO3 for
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Kinetic Study of Sn1 Solvolysis The Kinetic Study of Sn1 Solvolysis experiment was performed to find the kinetic rate constant and show how a change in polarity of the solvents can actually affect and determine the kinetic rate constant of a solvolysis reaction. A 50/50 mixture and a 60/40 mixture of water and ethanol was used and NaOH was added drop by drop to form HCl‚ which turned the solution green showing it was changing. This was when the time was recorded. By doing this experiment through titration
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Preparation and SN1 Reactivity of 2-Bromobutane Whitney Bellido Department of Chemistry‚ Illinois State University‚ Normal‚ IL 61790-4160 Submitted: April 4th‚ 2013 Introduction The overall goal of this experiment is to understand and be familiar of SN1 reactivity. We also learned how to prepare 2-Bromobutane by learning how to distill and extract this product from its organic layer. Finally‚ another goal was to specifically understand the relative reactivity of alkyl halides under SN1 conditions
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overcome the activation energy barrier and therefore the reaction occurs faster. 5. Since the proposed mechanism is a SN1 reaction the reaction got faster as the polarity increased. This is because SN1 reactions work best with polar protic solvents as they stabilize the carbocation. Therefore‚ as seen in the polarity chart in the data sheet Table 4‚ we can see that the 70:20 water and acetone ratio gives the fastest reaction as the more water there is the better‚ as water is polar protic and allows
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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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Hindsight is 20/20 Shannon Griffin PSY 202 Julie Engeland January 17‚ 2011 Outline What was your family like? A. My Oh My Mom B. Grandma and Grandpa C. 100 Acres…. One Family II. What was your educational and athletic experience? A. Newaygo High School B. Western Michigan University IV. Do you have your own family? A. Paris‚ Kendall and Jade B. Husband‚ ex-husband C. Friends without borders III. What jobs have you endured? A. Cheese and butter
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Name: Tonny‚ Chan Kar Yu‚ Student ID: 10297729 Date of Experiment: 19th March 2005‚ Group: B1 Title: 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
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Experiment 7 General Safety Considerations 1. 1-Butanol and 1-bromobutane are toxic and irritating. Avoid all contact by constantly wearing goggles‚ gloves and working in the hood. Neither of these compounds can be poured down the drain. Like all products‚ 1-bromobutane should be turned in to your TA in a labeled vial. Any excess butanol should be discarded in non-halogenated waste. 2. H2SO4 is extremely corrosive. In very diluted form it can be poured down the drain‚ all other precautions
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