Predict the starting alkyl bromide that would produce the product shown in the SN1 reaction. Assume no rearrangements. Stereochemistry is not considered. H2O HO.
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- Br tBuO H3C H3C CH2 H2 Alkyl halides undergo nucleophilic substitution and elimination reactions. When the kinetics of the reaction are measured, if the rate of the reaction is found alkyl halide the reaction is second order. The substitution reaction is thus termed SN2, and the elimination reaction is be dependent upon the concentration of the nucleophile as well as the termed E2. These reactions are bimolecular and take place in a single step. In the SN2 reaction, the nucleophile attacks the a-carbon from the backside and displaces the leaving group with an inversion of configuration occurring at the carbon. In the E2 elimination reaction, strong base removes an acidic hydrogen from the B-carbon and an alkene is formed as the leaving group is expelled from the a-carbon. This elimination follows Zaitsev's rule whereby the more substituted alkene is generally formed. In E2 elimination, both the B-hydrogen and the leaving group must be oriented anti to each other. The same reaction…Which SN2 reaction will occur most rapidly? (Assume the concentrations and temperatures are all the same.) * CH;0 CH3 CI + CI CH,0 + CH + I CH3 C CH;O¯ + + F CH D CH,O Br + Br11. Predict if the following SN1 reaction would undergo rearrangement. Be careful to indicate stereochemistry whenever necessary. Br., МеОн Br MeOH H20 Br
- 9. At what position, and on what ring, would you expect the following substances to undergo electrophilic substitution? "ora "bla. 'o'o' CH3 b) Br c)Taplel 12 Q6. Give the starting alkene and regents needed to make the epoxide shown. Q7. Draw a reasonable mechanism for the reaction scheme provided below and draw the structure of the product. Br 1. NaOMe, heat 2. MCPBA 3. CH,MgBr 4. H,o Q8. Give the reagents needed to convert the starting alkene to each of the three products drawn in the diagram. он HO.Q17. Compound 1 can undergo an intramolecular reaction to give cyclic product 2. Using curly arrows, show the mechanism of this reaction – note that the mechanism involves more than one elemental step - and draw the structure of 2; chemical formula is provided as guidance. H,N. CsHgNO + CH;OH 2
- can you please help4Which is the MAJOR product of the following reaction? Et 1) BH3:THF 2) H2O2, NaOH Which of the following best describes a key step in the mechanism for the reaction below? HO ... CH3 -CH3 dihydroxylation + en H3C- H3C- HO. electrophilic addition reaction to form a carbocation intermediate B nucleophilic attack by an alkene to form a cyclic (epoxide) intermediate elimination reaction by abstraction of a beta-hydrogen D free-radical substitution at the carbonyl carbon Which alkene will produce the HIGHEST yield of the alkyl halide below? Br. alkene HBr |
- See image belowc. Snl reactions dominate under polar protic solvents. Increasing the polarity of the solvent will increase the rate of the reaction because the polar solvent will stabilize the dispersed charges on the transition state more than it will stabilize the neutral reactant. Label areas of ô* and & on the molecules of the transition state of the SN1 reaction below: Me Me Ме Me Me H20 Br -Br OH + НО \'H Et Et RDS Et H Et Et transition state not isolable carbocation intermediate not isolable1c. What is the nucleophile in the following reaction? .Br CH;CO0 Na LO OCCH3 NaBr ld. What is the electrophile in the following reaction? Br CH;COO Na L0OCCH3 NaBr +