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Organic Chemistry Laboratory I (X36.1A) PRE-LAB QUIZ for EXPERIMENT 10 Name ___________________________ NOTE: Before you write the Results and...

OChemExp10PreLab10

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Organic Chemistry Laboratory I (X36.1A) PRE-LAB QUIZ for EXPERIMENT 10 Name ___________________________ NOTE: Before you write the Results and Conclusions section of your lab report for this experiment, you should read the Discussion guidelines on page 260 of the textbook, especially points 3 ( Write a brief explanation …” ), 4 ( For the discussion …” ) and 5 ( If the reactivity …” ). With regard to point 5, your Results and Conclusions section should include discussion of at least one instance in which reactivity differed from what was expected, or in which the relative reactivities of two compounds differed from what was expected. In Experiment 10, nucleophilic substitution reactions are studied under two different conditions. One set of conditions is designed to allow substitution reactions to occur with an S N 1 mechanism, while the other set of conditions favors S N 2 substitution. Answer the questions below about these reactions. Part I: Reaction with Sodium Iodide in Acetone 1. Write a complete balanced equation showing all reactants and final products for the reaction that takes place in Part I with bromocyclopentane as the substrate. 2. Three alkyl halides that are tested in Part I are: 1-bromopentane, 2-bromopentane and 2-chloro-2-methylpropane. Which one of these three alkyl halides would be expected to react most quickly in Part I? Which one of these three alkyl halides would be expected to react most slowly in Part I? 3. In both Part I and Part II, the rate of reaction and the extent of reaction are determined by observing the formation of an insoluble precipitate . Two different precipitates can form, depending on which alkyl halide is tested. In the spaces below, write the names and chemical formulas of the two precipitates that are formed in Part I. Chemical name of precipitate Chemical formula of precipitate
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Part II: Reaction with Ethanolic Silver Nitrate 1. Write a complete balanced equation showing all reactants and final products for the reaction that takes place in Part II with bromocyclopentane as the substrate. 2. Three alkyl halides that are tested in Part II are: 1-bromopentane, 2-bromopentane and 2-chloro-2-methylpropane. Which one of these three would be expected to react most quickly in Part II? Which one of these three would be expected to react most slowly in Part II? 3. In both Part I and Part II, the rate of reaction and the extent of reaction are determined by observing the formation of an insoluble precipitate . Two different precipitates can form, depending on which alkyl halide is tested. In the spaces below, write the names and chemical formulas of the two precipitates that are formed in Part II. Chemical name of precipitate Chemical formula of precipitate 4. In Part II, elimination reactions (E1) may occur to some extent. In the spaces below, draw the structures of the organic products that would be formed by elimination in the reactions given. bromocyclopentane –––––––––––––––––– > C 2 H 5 OH, AgNO 3 (E1 elimination) 2-chloro-2-methylpropane –––––––––––––––––– > C 2 H 5 OH, AgNO 3 (E1 elimination) 3-bromopentane –––––––––––––––––– > C 2 H 5 OH, AgNO 3 (E1 elimination)
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Laboratory I ()C6. IA) QUIZfor Nane
NOTE Before you write the
œndu§onsædion of your lab report for thisexperiment, you ±lould
read the
guidelines on
260 of the textbook, eg)edally points 3...

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