I'm confused on how exactly I can explain the reactivities ofSN2 (NaI in acetone) and SN1 (AgNO3 in ethanol) reactions withalkyl halides such as 2-chlorobutane, 2-bromobutane, crotylchloride, etc. Do I explain how the leaving group leaves and thenucleophile attacks the carbon? What is an example explanation andwhat do I include in the explanation?
I'm confused on how exactly I can explain the reactivities ofSN2 (NaI in acetone) and SN1 (AgNO3 in ethanol) reactions withalkyl halides such as 2-chlorobutane, 2-bromobutane, crotylchloride, etc. Do I explain how the leaving group leaves and thenucleophile attacks the carbon? What is an example explanation andwhat do I include in the explanation?
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I would really appreciate it if someone can please help me with these question. Thank you, God Bless!
Substrate | Relative Reaction Rate with AgNO3 | Relative Reaction Rate with NaI |
1-chlorobutane | 4 | 3 |
2-chlorobutane | 3 | 2 |
2-chloro-2-methylpropane | 1 | 4 |
benzyl chloride | 2 | 1 |
1-bromobutane | 4 | 3 |
2-bromobutane | 3 | 4 |
2-bromo-2-methylpropane | 1 | 2 |
benzyl bromide | 2 | 1 |
1-iodobutane | 2 | |
2-iodobutane | 1 |
mm
fdgfd Q1. for the AgNO3 reaction, do you see any pattern between relative reaction rate and substrate structure?
Q2. For the NaI reaction do you see any pattern between relative reaction rate and substrate structure?
wew Q3. Using your data, make a table that will allow you to identify the best leaving group for a particular structure (1°, 2°, 3°, benzylic). What was the best leaving group and what was the worst leaving group? Explain your reasoning by referring to your data.
Q4. 5) Consider the reaction of 2-chlorobutane with AgNO3 versus NaI. Are the reaction rates the same or different? If the reaction rates are different, do you think they proceed via the same mechanism? Why or why not (use your data to justify this answer)? Do your experimental findings agree with the theory that you have learned in class?