81. a. Propose a mechanism for the following reaction: OH CH2=CHCHC=N b. What is the product of the following reaction? HO H₂O N=CCH2CH2CH OH HO CH3CCH=CH2 H₂O C=N 82. Unlike a phosphonium ylide that reacts with an aldehyde or a ketone to form an alkene a sulfonium ulia
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- b15. Treatment of the compound shown below with excess m-CPBA (a peroxyacid, RCO3H) in the presence of NaHCO3 affords compound X. Draw the structure of X. Me m-CPBA (6 equiv) NaHCO3 CH2Cl21. Each of the nucleophilic substitution reactions shown below are reported in the chemistry literature. Predict the expected product of each reaction Br Me. Br OH NaOCH₂CH₂ONa DMSO CI OTS NaOH H₂O NaN3 DMF
- What is the major product of the following reaction NaCN DMSO :and mechanism CN CN B C D C, SN2 .a A, E1 .b B, E2.C D, SN2 .d OPlesse show the mechanism of all the reactions and show the profucts stereoisomericallyWhat is the product of the reaction below? OH LOH он Но. ???? но HCI OH он HO Но. Но- но но C D A В
- PROVIDE REAGENTS NEEDED FOR THE FOLLOWING TRANSFORMATIONS: OH HO Br ad HMM H₂O S O TUOLI LOH LOH HT-HE Нови HOM.OH nodt 0.13 muidtillvaiV.A A 09,H.2 H.S STUGOR JA Ph HO₂C4. Propose a mechanism for the following reaction: Conc. H₂SO HO5. Subjection of 1-bromo-1-methylcyclopentane to the hydrolytic conditions shown leads to a mixture of products. Br -CH3 H₂O heat -CH3 OH -CH3 =CH₂ + H3O+ + Br A B с a. Which alkene do you expect to be most abundant in the product mixture? b. Provide a stepwise mechanism to explain how the alkene labeled C is formed. c. The reaction above is shown with hydronium ion (pK₂~-1.7) and bromide as products rather than HBr (pKa ~ -9). Use acid-base concepts to explain why HBr does not exist when there is an abundance of water.
- 24. Select the molecule most likely to form an enolate when treated with a sufficiently strong base, such as LDA. НО A D 25. Select the major product when 7-hydroxyl-2-heptanone is subjected oxidation with the Jones reagent (sodium dichromate in sulfuric acid solution). НО. HO HO A HO HO с D 26. Identify the major hydrolysis products when the following HBr(conc) ether is reacted with concentrated HCl: Br A HO B Br + Br. НО. Br Br Br + Br. НО. Br BrRank the following alkyl chlorides below in terms of increasing reactivity with a nucleophile via SN2 reaction mechanism. with 1 being the least reactive and 4 being the most reactive. 圭 CH CH CH3 HCCI CH C-CI CH, C-CI H-C-CI %3D CH H. NOP ORS TUV WXY 4 (most) INOP WXY 000 OWhat is the expected product for the following reaction sequence? il НО. OH NC ΝΗ H₂N. OH 1) xs LIAIH4 2) H₂O H₂N HO