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In this experiment we will study the rates of different alkyl halides in different reactions. There...
1. Compare the reactivity of primary alkyl halides in part 1 (SN2) of this experiment to...
1. Compare the reactivity of primary alkyl halides in part 1 (SN2) of this experiment to the reactivity of primary alkyl halides today. What conclusions, if any, can you make about the reactivity of these molecules under these different conditions? Use specific data to make your point. 2. Compare the reactivity of secondary alkyl halides in part 1 (SN2) of this experiment to the reactivity of secondary alkyl halides today. What conclusions, if any, can you make about the reactivity...
1. These questions consider carbocation formation in SN1 reactions. a. Which should be more reactive in...
1. These questions consider carbocation formation in SN1 reactions. a. Which should be more reactive in an Sn1 reaction, a primary alkyl halide or a secondary alkyl halide? b. Which reactions that you performed today compare ONLY the reactivity of primary and secondary alkyl halides and not any other effect? c. What were the reaction times for these reactions? d. Do the results of these reactions match what you would expect theoretically? e. In one or two sentences, summarize the...
Experiment 14 SN2: Synthesis of 1-Bromobutane Alkyl halides can be prepared from their corresponding alcohols via...
Experiment 14 SN2: Synthesis of 1-Bromobutane Alkyl halides can be prepared from their corresponding alcohols via an acid catalyzed substitution reaction. The mechanism of these acid catalyzed substitution reactions are labeled as SNI (substitution, nucleophilie, unimolecular) and S2 (substitution, nucleophilie, bimolecular). Tertiary alcohols follow the Syl route, primary alcohols follow the S2, route and secondary alcohols can follow either path. Sth CyHe 81 CH? Br-CH e-OH- -C-OH OH Figure / Conversion of 1-butanol into 1-bromobutane by an Sp2 mechanism The...
16. Which of the following is correct regarding Sy2 reactions of alkyl halides? A. Secondary halides...
16. Which of the following is correct regarding Sy2 reactions of alkyl halides? A. Secondary halides react faster than primary halides. B. Rate of reaction depends on the concentrations of the alkyl halide only. C. Favored in polar aprotic solvents D. Results in a racemic mixture
Experiment F. Nucleophilic Substitution Reactions. Pre -Lab Report 2. SPECIAL INSTRUCTIONS: a. Work in groups of 2-...
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...
3. Draw and classify the following alkyl halides as methyl-, primary (1°), secondary (11°), or tertiary...
3. Draw and classify the following alkyl halides as methyl-, primary (1°), secondary (11°), or tertiary (111°) halide: 10pts -2-chloro-3,3-dimethylhexane; -4-sec-butyl-2-chlorononane; -1-bromo-4-isopropylcyclohexane; -2-chloro-3,3-dimethylhexane; -4-sec-butyl-2-chlorononane; -1-bromo-4-isopropylcyclohexane;
Characterize the following halides as primary (1°), secondary (2°) or tertiary (3°), OR, as bonded to...
Characterize the following halides as primary (1°), secondary
(2°) or tertiary (3°), OR, as bonded to an sp2 hybridized
carbon atom (in which case 1°, 2° etc. doesn't apply)
7. (3 pts.) Characterize the following halides as primary (1°), secondary (2°) or tertiary (3°), OR, as bonded to an sp2 hybridized carbon atom (in which case 1°, 2° etc. doesn't apply) 1-bromobutane CI t-butylbromide 2-chlorobutane CI 1-chlorobutane Br Br t-butylchloride bromobenzene 2-bromobutane
B. Conversion of 3 Alcohols to Alkyl Halides 1. Write the equation for the conversion of...
B. Conversion of 3 Alcohols to Alkyl Halides 1. Write the equation for the conversion of 2-methyl-2-butanol to three alkyl chloride products, one primary, one secondary, and one tertiary. Under the products, write the name of the alkyl chloride. HCI
5 Pick the wrong statement regarding elimination reactions: (1 Point) O Secondary and tertiary halides E1...
5 Pick the wrong statement regarding elimination reactions: (1 Point) O Secondary and tertiary halides E1 with weak bases O Secondary and tertiary halides E2 with strong bases O Primary halides E2 is favored Methyl halides E1 is favored
Experiment 4: Synthesis of a tertiary alkyl halide Page 5 of 6 Experiment 4: Synthesis of...
Experiment 4: Synthesis of a tertiary alkyl halide Page 5 of
6
Experiment 4: Synthesis of a tertiary alkyl halide Page 5 of 6 Assuming that all other experimental conditions are the same; explain if an S,1 reaction would still occur if the following changes were made. If an Sk1 reaction would still occur: then state the IUPAC name and draw the structure of the product formed compare the rate of reaction to the rate of the original reaction (in...
Experiment 14 SN2: Synthesis of 1-Bromobutane Alkyl halides can be prepared from their corresponding alcohols via an acid catalyzed substitution reaction. The mechanism of these acid catalyzed substitution reactions are labeled as SNI (substitution, nucleophilie, unimolecular) and S2 (substitution, nucleophilie, bimolecular). Tertiary alcohols follow the Syl route, primary alcohols follow the S2, route and secondary alcohols can follow either path. Sth CyHe 81 CH? Br-CH e-OH- -C-OH OH Figure / Conversion of 1-butanol into 1-bromobutane by an Sp2 mechanism The...
16. Which of the following is correct regarding Sy2 reactions of alkyl halides? A. Secondary halides react faster than primary halides. B. Rate of reaction depends on the concentrations of the alkyl halide only. C. Favored in polar aprotic solvents D. Results in a racemic mixture
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...
3. Draw and classify the following alkyl halides as methyl-, primary (1°), secondary (11°), or tertiary (111°) halide: 10pts -2-chloro-3,3-dimethylhexane; -4-sec-butyl-2-chlorononane; -1-bromo-4-isopropylcyclohexane; -2-chloro-3,3-dimethylhexane; -4-sec-butyl-2-chlorononane; -1-bromo-4-isopropylcyclohexane;
Characterize the following halides as primary (1°), secondary
(2°) or tertiary (3°), OR, as bonded to an sp2 hybridized
carbon atom (in which case 1°, 2° etc. doesn't apply)
7. (3 pts.) Characterize the following halides as primary (1°), secondary (2°) or tertiary (3°), OR, as bonded to an sp2 hybridized carbon atom (in which case 1°, 2° etc. doesn't apply) 1-bromobutane CI t-butylbromide 2-chlorobutane CI 1-chlorobutane Br Br t-butylchloride bromobenzene 2-bromobutane
B. Conversion of 3 Alcohols to Alkyl Halides 1. Write the equation for the conversion of 2-methyl-2-butanol to three alkyl chloride products, one primary, one secondary, and one tertiary. Under the products, write the name of the alkyl chloride. HCI
5 Pick the wrong statement regarding elimination reactions: (1 Point) O Secondary and tertiary halides E1 with weak bases O Secondary and tertiary halides E2 with strong bases O Primary halides E2 is favored Methyl halides E1 is favored
Experiment 4: Synthesis of a tertiary alkyl halide Page 5 of
6
Experiment 4: Synthesis of a tertiary alkyl halide Page 5 of 6 Assuming that all other experimental conditions are the same; explain if an S,1 reaction would still occur if the following changes were made. If an Sk1 reaction would still occur: then state the IUPAC name and draw the structure of the product formed compare the rate of reaction to the rate of the original reaction (in...
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