Question

Experiment F. Nucleophilic Substitution Reactions. Pre -Lab Report

2. SPECIAL INSTRUCTIONS: a. Work in groups of 2-3 students. Each group will complete and turn in one report for grade. You will not complete the lab report in your lab notebook using the usual format. Instead, the entire report is provided in the procedures section of these lab materials. You will complete the report by providing the missing information. Report is due at the end of the lab period. b. While this lab is not done using your lab notebook, you should still look up the chemicals below and enter them into your UTORP. Chemicals and Solvents, Chemical Abstract Service (CAS): (1) 1-chlorobutane, (109-69-3] (2) 1-bromobutane, (109-65-9] (3) 2-chlorobutane, [78-86-4) (4) 2-bromobutane, [78-76-2] (5) 2-chloro-2-methylpropane, (507-20-0) (6) bromobenzene, (108-86-1) (7) 2-bromo-2-methylpropane, (507-19-7) (8) ethanol, [64-17-5) (9) acetone, [67-64-1] 3. PRE-LAB REPORT: 1. The structure of the substrate impacts on a nucleophilic substitution reaction; some substrates are better SN2 reactants, others are more suitable as SN1 reactants. a. Which type(s) of halide will undergo an Svi reaction? b. Which type(s) of halide will undergo an SN2 reaction? c. Predict the order of reactivity (1=least, 4-most) of primary, secondary, tertiary, and aryl halides toward nucleophilic displacement by an S2 reaction mechanism. d. Predict the order of reactivity (1=least, 4-most) of primary, secondary, tertiary, and aryl halides toward nucleophilic displacement by an Sn1 reaction mechanism. e. Draw the skeletal structure of and categorize the following substrates which you will use in this experiment as a primary, secondary, tertiary, or aryl halide. 1-chlorobutane 1-bromobutane 2-chlorobutane 2-bromobutane 2-chloro-2-methylpropane 2-bromo-2-methylpropane bromobenzene

Answer 1

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rd) Touard S, reactuity halid Aryl halide. Tertiay Halid 742 mautry Aecenday halide (5) (22 doem't underyoSN, Vinylie Carbocahten i hyhly unatable 1-Bromohutane 1-Chlorobutane (e) hrawnd Casbon CArhom) ,(primay 1 2 CCHCC (Рятury kadithy (Рrinary Halide) peanday Castar) 2-Chloeuane .econday Casn 3 2 candany halide Cecundany halidle .P(antaay Casom) Вт Tenhry Carbay Tentih ny Halade ен ( Penbiang Haliede -Aromo 2-motyefrpane Ce 2-chlao-&-mhyl butare Bromobenzene (Aryl halide) (Ary ga)