(3R 4R)-3-Bromo-4-phenylhexane reacts with t-butoxide ion, but the major product has potential which stereoisomer predominates as the major product? Using scratch paper, draw the starting use what you know about reaction mechanisms to determine the correct mechanism for this re product and the correct stereoisomer of the final product (R, S, E, or Z). Fill in the blanks below a. What mechanism is controlling this reaction (SN1, SN2, E1, or E2)? b. Which stereoisomer product predominates (R, S, E, or Z)?
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- (3R, 4R)-3-Bromo-4-phenylhexane reacts with t-butoxide ion, but the major product has potential stereoisomers. The question is which stereoisomer predominates as the major product? Using scratch paper, draw the starting material and reagent, and then use what you know about reaction mechanisms to determine the correct mechanism for this reaction. Then, identify the product and the correct stereoisomer of the final product (R, S, E, or Z). Fill in the blanks below with the necessary information. a. What mechanism is controlling this reaction (SN1, SN2, E1, or E2)? b. Which stereoisomer product predominates (R, S, E, or Z)? c. What is the full name of the major product?When treated with NaOH, the bromide below gives an alkene by the E2 mechanism, by elimination of the H atom indicated by the arrow: (a) Draw the Newman projection from which elimination takes place. (b) Draw the mechanism. (c) Draw the product with the proper stereochemistry. (d) Assign the proper stereochemical descriptor to the product. (e) Give the rate equationH3C N- H₂NNH₂ H⭑ CH3 H3C IN CH3 Hydrazine reacts with 2,4-pentanedione to yield 3,5-dimethylpyrazole. Including protonations and deprotonations, the reaction takes 12 steps. Write out the mechanism on a sheet of paper and then draw the structure of the product of step 6. • You do not have to consider stereochemistry. •You do not have to explicitly draw H atoms. • Do not include lone pairs in your answer. They will not be considered in the grading. • In an elimination step, include the structure of the leaving group, but draw it in its own sketcher. Separate structures with + signs from the drop-down menu. ? Sn th Previous Next
- When treated with NaOH, the bromide below gives an alkene by the E2 mechanism, by eliminationof the circled atoms: (a) Draw the Newman projection from which elimination takes place. (b) Draw the mechanism. (c) Draw the product with the proper stereochemistry. (d) Assign the proper stereochemical descriptor to the product. (Z, E? Trans,CiS?) (e)What would happen to the stereochemistry of the product if the enantiomer of the starting material were used inthe reaction?A proton (H*) from trifluoromethanesulfonic acid, CF3SO2OH, can add to the alkyne shown to yield two different carbocation products. (a) Draw the mechanism for each of these steps, along with the corresponding products. (b) Which carbocation is more stable? H3C C-c=CH H2 + H-OSO,CFз ? H2Nonconjugated , -unsaturated ketones, such as 3-cyclohexenone, are in an acid-catalyzed equilibrium with their conjugated , -unsaturated isomers. Propose a mechanism for this isomerization.
- The reaction of (S)-2-bromopentane with potassium cyanide to yield 2-methylpentanenitrile (2-cyanopentane) occurs via a nucleophilic substitution pathway. The reaction is 100% stereospecific.The reaction of (S)-2-bromopentane with potassium cyanide to yield 2-methylpentanenitrile (2-cyanopentane) occurs due to a nucleophilic substitution pathway. The reaction is 100% stereospecific. Please explain what this observation tells about the mechanism of the reaction.When 2-cyclobutylpropan-2-ol is treated with a solution of HBr in Et2O, 2-bromo-1,1-dimethylcyclopentane is the resulting product. Write the reaction and propose a mechanism using curved arrows notation in each step.
- The following nucleophilic substitution occurs with rearrangement. Suggest a mecha- nism for formation of the observed product. If the starting material has the S configura- tion, what is the configuration of the stereocenter in the product? NaOH OH H,0When 2,2-dimethylcyclohexanol is treated with acid, 1,2-dimethylcyclohexene and iso- propylidenecyclopentane are the products obtained. Draw a detailed mechanism that explains this result. CH 3 CH3 CH3 H3O* CH3 OH CH3 CH3 1,2-dimethyl- isopropylidene- cyclopentane 2,2-dimethyl- cyclohexanol cyclohexeneWhen 2-bromo-3-phenylbutane is treated with sodium methoxide, two alkenes result (by E2 elimination). The Zaitsevproduct predominates.(a) Draw the reaction, showing the major and minor products.(b) When one pure stereoisomer of 2-bromo-3-phenylbutane reacts, one pure stereoisomer of the major product results.For example, when (2R,3R)-2-bromo-3-phenylbutane reacts, the product is the stereoisomer with the methyl groups cis.Use your models to draw a Newman projection of the transition state to show why this stereospecificity is observed.(c) Use a Newman projection of the transition state to predict the major product of elimination of (2S,3R)-2-bromo-3-phenylbutane