5. Which of the following bases can deprotonate diisopropylamine? Y a. CH3CEC-H₂O- b. CH3CH₂CH₂CH2™ c. С6H5O- d. CH3CH₂O- 6. Which structural effect PREDOMINANTLY accounts for the stability of benzyl (C6H5CH₂+) and allylic (CH₂=CH-CH₂+) carbocations? a. Steric b. Inductive c. C-H hyperconjugation d. Resonance
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- What is the best set of reagents to achieve deoxygenation of 2-pentanone to pentane? A. NaClO2/NaH2PO4 B. LiAlH4, Et2O C. DIBAL-H, THF D. NH2NH2/t-BuOK, DMSODraw the organic products formed when allylic alcohol A is treated with each reagent.a.H2 + Pd-C b.mCPBA c. PCC d.CrO3, H2SO4, H2O e.(CH3)3COOH, Ti[OCH(CH3)2]4, (+)-DET f. (CH3)3COOH, Ti[OCH(CH3)2]4, (−)-DET g. [1] PBr3; [2] LiAlH4; [3] H2O h.HCrO4−–Amberlyst A-26 resinGive the organic reaction products for the following reaction a. b. a. b. CH3CH2-C. ง ว NaOH ? + ? N(CH3)2 H₂O H*/H₂O CH3-C-OCH2CH3 ? + ?
- select reagents: cyclopentanone Reagents a. C6H5CHO b. NaOH, ethanol c. Pyrrolidine, cat. Hj. d. H₂C=CHCN e. H3O+ f. LDA g. A) bg EtOC(=O)CO₂Et h. i. B) ka k. I. m. O: BrCH₂CH=CH₂ NatOEt, ethanol Br₂, H+ K+ t-BUO™ CH2(CO2Et)z heat C) jh CO₂Et D) ImWhich of the following could be used to synthesize 1-chloroheptane? a. CH3CH2CH2CH2CH2CH2CH2OH + SOCl2 b. CH3CH2CH2CH2CH2CH2CH2OH + NaCl c. CH3CH2CH2CH2CH2CH2CH2OH + Cl2 d. CH3 CH2CH2CH2CH2CH=CH2 + HClH3C OH OH CH3 1,3-pentanediol + B OMe OME OME MeO... CH3 H3C OMe benzaldehyde dimethylacetal catalytic Me 0:0 OH FO (p-TsOH) CH3CN H... MeO, OMe OMe e a & H3C CH3 H3C CH3 H3C CH3 C D A HO E HO OCH3
- [Review Topics] [References] HO pyridine 1. SOCIl, + sO2 + H. Aqueous acetone H3C H20 H3C HBr 2. Br H OH optically active racemic f = SN1 Nucleophilic substitution g = SN2 Nucleophilic substitution a = Proton transfer d = E1 Elimination b = Lewis acid/base e = E2 Elimination c = Electrophilic addition The rections above involve synthesis or reactions of alcohols and ethers. Identify the mechanism by which they proceed from among the mechanisms listed. Use the letters a - g for your answers. 1. 2.51. Which of the following reactants can be used in the synthesis of 1-butanamine 1. LiAIH4 ? 2. H2O I. 2 CH3CH₂COCH₂CH3 I. П. CN Ш. A. I and II only B. II and III only C. I and III only 52. What is the major product of the following condensation reaction? A.I ОН II. NH₂ ОН 1.CH3CH2O 2. Н30 Jackson ČOCH₂CH3 CN III. ? CH3CH₂CHCHCOCH₂CH3 IV. CH3CH₂CCH₂CH₂COCH₂CH3 CH3 NH 0 V. CH₂CH₂CCHCOCH₂CH3 CH3 CH3CH₂CHCH₂CH₂COCH₂CH₂ В. ІІ С. III D. IV E. V D. I,II, and IIIOzonolysis of an unknown compound gave formaldehyde (H;C=0), ethanal (CH3CHO), and 2-oxopropanal (CH;COCHO). Which of the following is/are the unknown compound/s. I. II. II. IV. A. I and II B. I and IV C. Il and III D. Il and IV
- 10. What is the major organic product obtained from the following reaction? b. 1 b. 2 k. 13 -CEN 1. NaOH. H₂O 2 H₂O* 3 NOH "NH₂ OH NH₂ 11. Which of the following substituents is ortho/para directing and deactivating in electrophilic aromatic substitution reactions? COCH, |b.NH, c. Br d. CH₂CH3. Provide a mechanism for Boc-protection. H2N. Дон Вос20 R R ΟΗBe sure to answer all parts. An allylic alcohol contains an OH group on a carbon atom adjacent to a C-C double bond. Treatment of allylic alcohol A with HCl forms a mixture of two alllylic chlorides, B and C. Select a stepwise mechanism that illustrates how both products are formed. CI HCI + H20 HO. CI A B Part 1 out of 4 Select the correct first step. :Cl: он :Cl: HO. HO. :Cl: HO. HO. :Ci: :CI: HO. Next part