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- 8.29 Give the mechanistic symbols (Sn1, Sn2, E1, E2) that are most consistent with each of the following statements: (g) Reactions proceeding by these mechanisms are stereospecific (h) These reaction mechanisms involve carbocation intermediates (i) These reaction mechanisms are the ones most likely to have been involved when the products are found to have a different carbon skeleton from the substrate1. If (CH3)3CO– is used as the base to form the enolate of the pictured ketone that is provided, there are 2 possible enolates that can form.a. From the three sentences, which parts are true regarding the enolate? Does the enolate form under irreversible or reversible conditions? Is the favored enolate is the more stable or less stable enolate? Is the favored enolate the kinetic or thermodynamic enolate? b. Draw the structure of the major enolate (include both resonance contributors)Draw the organic product of the reaction of the substrate shown below with PBr3. Which of the following are advantages of using PBr3 instead of the strong acid HBr for this transformation?Choose one or more:A.The reaction does not lead to elimination products.B.HBr is very mild, so other functional groups in the molecule would not be a concern.C.The reaction occurs under mild conditions.D.The reaction does not lead to carbocation rearrangements.E.The reaction is stereospecific.F.The reaction requires high temperatures.
- 5 Write the mechanism for the transformationsThis CAN NOT be hand-drawn. Please type out all explanations. Please utilize a computer program to illustrate any examples! Thank you. Please answer 2C Write the separation scheme for the isolate the product, diphenylmethanol, from the reaction mixture after the reaction is complete.During the further development of other prostaglandin-like molecules, it is necessary to replace the cyclopentane ring with the cyclohexene as shown in the reaction scheme below. (Deuterium (D) is a heavier isotope of hydrogen) a) Draw the most stable conformation of the starting material 8 and explain why this is the most stable conformation. b) Draw the reaction mechanism for how 9 is formed from 8 and explain why 10 and 11 are not formed if one assumes the E2 mechanism.
- 4. Give the mechanism for the following reaction of a Grignard reagent (RMgBr) with diethylcarbonate.Alcohols react with sulfonyl chlorides to form sulfonate esters. Only the O-H bond of the alcohol is broken in the reaction, and so no inversion of configuration occurs. The resulting sulfonate esters are reactive in SN1 and SN2 reactions since the sulfonate group is a very weak base and is therefore a good leaving group.Draw curved arrows to show the movement of electrons in this step of the mechanism.I don’t understand what the role of ch2cl2 is. Is this a normal ozonolysis reaction
- a. Write the complete mechanism, step by step, for the reaction shown in the image A, in such a way that it explains the formation of the products (Please do not forget the correct use of arrows!). b. Write the complete mechanism (suppose an E2), step by step of the reaction shown in the figure B, in such a way that it explains the formation of a single product (DO NOT FORGET THE CORRECT USE OF THE ARROWS!). Using structures, justify the formation of the chosen product and not others. c. Write the complete mechanism (suppose a bimolecular reaction), step by step of the reaction shown in the figure C, in such a way that it explains the formation of all possible products (there are three). (DON'T FORGET TO USE THE ARROWS CORRECTLY!). Watch out for stereochemistry!For each of the substrates below, identify whether: (A) the rate of substitution doesn't depend on nucleophile concentration and (B) the product distribution from substitution gives a 50/50 mix of enantiomers. If you answered "yes" for the first susbtrate, draw the intermediate that forms during a nucleophilic substitution reaction in the space below the table.1(a) Explain briefly what is meant by ONE of the following terms (use words and diagrams).(i) Markovnikov’s rule(ii) Transition state 1(b) Draw the mechanism (using structures, arrows and appropriate symbols) for the formation of thefollowing products: