A plausible mechanism could be:
Loss of the -OTf group to yield a secondary carbocation.
Rearrangement to form a tertiary, more stable carbocation:
Attack of the ethanol molecule (through the lone electron pairs on the oxygen atom) to the carbocation:
Deprotonation to yield the product:
9. Draw a plausible mechanism for the transformation below. (6 pts) EtOH OEt heat ОТf
8. Draw a plausible mechanism for the ti plausible mechanism for the transformation below. (10 pts) below. (10 pts) El OT H20 heat
3. Draw a plausible mechanism for the following transformation. (10 pts.) tud H20+ OH
Practice Problem 13.38b Propose a plausible mechanism for the following transformation. 1) NaH 2) ELI OEt 13.38b1 Get help answering Molecular Drawing questions Draw the first step of the mechanism, as well as the resulting ion and byproduct that are formed. Note: The tail of each curved arrow must be placed either on a bond or on a lone pair. Make sure to add lone pairs, as necessary, in order to draw the curved arrow(s) properly, and also make sure...
3. (3 pts) Provide a reasonable arrow-pushing mechanism for the following transformation. OEt EIO EIO 1. NaOE, ETOH 2.NH.CI (aq soln) Me Me
Making sure to show all steps and arrows, draw a plausible mechanism from the transformation shown below. 1) Making sure to show all steps and arrows, draw a plausible mechanism for the transformation shown below. (10 points) ОН - &- + HBr Br
PRACTICE the skill 19.8 Draw a plausible mechanism for each of the following transformations: EtO OEt MeO OMe H,SO excess EtOH [H2SO) excess MeOH -н.о H,O (b) (a) но Он M,SO но он H,SO -н,о O -н,о (d) (c) 19.9 The natural product frontalin is a pheromone isolated from the pine beetle Dendroctonus frontalis, a species that accounts for much of the diseased timber found in the northern hemisphere. The following reaction was a step in a synthesis of frontalin:...
4. Provide a plausible mechanism for the reaction shown. (6 pts) Naal 5. Each transformation shown below requires at least two steps. Provide the reagents/conditions for each transformation. (20 pts) Reng Remsc 6. Predict the products from the Birch reductions shown below. (3 pts) Mì, NHÀ са он Bonus: (6 pts) Provide a synthesis for the target molecule using benzene. CO2H oto сон TM
Integrated Problem 20.72 Draw a plausible mechanism for the following transformation: For the mechanism, draw the curved arrows as needed. Include lone pairs and charges in your answer. Do not draw out any hydrogen explicitly in your products. Do not use abbreviations such as Me or Ph. Draw Step 4 of the mechanism.
Propose a plausible mechanism for the following transformation. For the mechanism, draw the curved arrows as needed. Include lone pairs and cl 1) NaOH 2) H20* OH HO
Propose a plausible mechanism for the following transformation. For the mechanism, draw the curved arrows as needed. Include lone pairs ane .н CI H2N-NH2 Excess pyridine .CI "н