

3. (5 pts) Rank the following alkyl bromides in order of reactivity using numbers 1-5 (1...
Rank the following alkyl bromides in order of decreasing reactivity to S2 substitution, by entering a ranking number (1-4) next to each structure (1=most reactive). Br-CHE Rank the following carbocations in order of decreasing stability, by entering a ranking number (1-3) in the space next to the structure (1-most stable). We were unable to transcribe this imageRank the following nucleophiles in decreasing order of nucleophilicity (most reactive first) in an aprotic solvent, by entering a ranking number (1-4) next to...
1.
arrange Alkyl bromides in theoretical order of reactivity in SN1
reaction
2. arrange Alkyl bromides in theoretical order of reactivity
in SN2 reaction
AgNO3+ Ethanol Yal H₂C (SN 1) 1-Chlorobutane Nal + Acetone SN2 CH3 H3C 2-Chlorobutane Br CH3 H3C 2-Bromobutane CH3 H2C- a CH3 t-butylchloride Benzylchloride Br Bromobenzene
1. (2 point) Rank the following alkyl bromides from most reactive to least reactive in an S2 reaction. Explain your reasoning. a. 1-bromo-2methylbutane b. 1-bromo-3-methylbutane C. 2-bromo-2-methylbutane d. 1-bromopentane Most Reactive Least Reactive
5. Rank the reactivity of the following alkyl halides (A-E) for an SN2 reaction from the fastest (1) to the slowest (5) and explain your ranking. (10 pts) H3C-Br Br Ci
Rank the following molecules in order of reactivity for an Sn2 substitution reaction (1 = most reactive, 4 = least reactive). ~ Br you d ora usea H3C-ci
6. (a) Rank the reactivity of the following alkyl halides (A-E) for an Syl reaction from the slowest (1) to the fastest(5) (b) Explain your ranking, (10 Pts Total) Cl CH3-Cl CH3 H,C
1a. Draw the two chair conformations for 1b. Draw the dominant frontier orbital interaction for the bromide in the reaction below. Which the SN2 reaction of NaCN with CH,Br. (Hint: the one do you think is more reactive? Why? HOMO of cyanide interacting with the LUMO of CH,Br). Clearly show the optimum alignment and NaCN + NaBr in-phase overlap of these orbitals. DMF 1e. Draw the enol intermediate in the 1d. Draw a specific example (reactants and products) hydration reaction...
15. Rank in order of Sn2 reactivity (1- most reactive) 16. Rank in order of leaving group ability (1- best leaving group) NH2 H20 CI 17. For each reaction, give the expected substitution product, and predict whether the mechanism will be predominantly first rder or second order. (a) 2-chloro-2-methylbutane CH3COOH (b) cyclohexyl bromide+ sodium ethoxide 18. Provide clear mechanism for the following reaction: CH2OCH3 Br CH3OH +HBr
3. (3 pts) Rank the following compounds in order of reactivity with Bra in the presence of FeBrz. O Caico con Least Reactive Most Reactive 4. (9 pts) Give the structure of the major organic product formed in each of the following reactions. о он FeCl3 CH ΗΝΟ, H,SO
6. Rank the following alkyl halides based on the increasing reactivity for El reaction the least reactive to the most reactive) [2Pts] 7. Identify the product of the reaction between (R)-2-bromobutane and water. [2Pts] a. (S)-2-bromobutane b. [R]-2-bromobutane c. (S)-2-bromobutanol d. (R)-2-bromobutanol e. [R.S)-2-bromobutane f. [RS]-2-bromobutanol 8. Considering the Sx1, S2, E1, and E2 mechanisms, the energy diagram shown below corresponds to _ [2Pts] energy a. only the Sp1 mechanism b. only the E1 mechanism c. both the Sp1 and...