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- Which of the following reactions will synthesize phenol from benzene? 1) HNO3 + H2SO4; 2) Fe, HCl; 3) NaNO2, HCl, 0-10 oC; 4) warm H2SO4 and H2O 1) HNO3 + H2SO4; 2) Fe, HCl; 3) NaNO2, HCl, 0-10 oC; 4) CuCN; 5) dilute acid and heat 1) Acetyl chloride & AlCl3; 2) bleach 1) Ph-N2+ + KI; 2) BrMgCH=CH2 in ether, followed by H3O+; 3) warm, conc'd KMnO4 1) Cl-CH(CH3)-CH2CH2CH3 + FeBr3; 2) hot, conc'd KMnO4Ethers/Aldehydes/Ketones SynthesisDraw and Prepare the following compounds from any simple alkyl halide having four carbons or less,cyclohexane, and/or benzene. You may also use ethylene oxide (oxacyclopropane). SHOW ALLSTEPS AND REAGENTS with arrows.Following is the structural formula of the tranquilizer meparfynol (Oblivon). Propose a synthesis for this compound starting with acetylene and a ketone. (Notice the -yn- and -ol in the chemical name of this compound, indicating that it contains alkyne and hydroxyl functional groups.)
- Enamines normally react with methyl iodide to give two products: one arising from alkylation at nitrogen and the second arising from alkylation at carbon. For example, Heating the mixture of C-alkylation and N-alkylation products gives only the product from C-alkylation. Propose a mechanism for this isomerization.The following sequence of steps converts (R)-2-octanol to (S)-2-octanol. Propose structural formulas for intermediates A and B, specify the configuration of each, and account for the inversion of configuration in this sequence.Several sulfonylureas, a class of compounds containing RSO2NHCONHR, are useful drugs as orally active replacements for injected insulin in patients with adult-onset diabetes. These drugs decrease blood glucose concentrations by stimulating b cells of the pancreas to release insulin and by increasing the sensitivity of insulin receptors in peripheral tissues to insulin stimulation. Tolbutamide is synthesized by the reaction of the sodium salt of p-toluenesulfonamide and ethyl N-butylcarbamate . Propose a mechanism for this step.
- Boron tribromide (BBr3) cleaves ethers to give alkyl halides and alcohols.R¬O¬R′ + BBr3 ¡ R¬O¬BBr2 + R′BrR¬O¬BBr2 + 3 H2O ¡ ROH + B(OH)3 + 2 HBrThe reaction is thought to involve attack by a bromide ion on the Lewis acid–base adductof the ether with BBr3 (a strong Lewis acid). Propose a mechanism for the reaction ofbutyl methyl ether with BBr3 to give (after hydrolysis) butan-1-ol and bromomethane.a) The scheme below shows the synthesis of a natural product: MgBr- A -HO- orm CHO СНО i) Suggest structures for the reagents A, B and C. ii) Propose a synthesis for the starting Grignard reagent starting from a bromopropanal.Draw the structural formula for the product formed when propanal reacts with CH,CH – PCHsla Draw Your Solution What are these two isomers? Select the correct answer from below. H. H. Но- HO- CH,CH, CH,CH, H;C H3C (R) (S) (R) (R) Но H. H C-C HO C-C' CH,CH, CH,CH, H;C H;C (S) (S) (R) (R) НО H H HO- + "H "H H,C CH,CH, H;C CH,CH, (S) (R) (R) (R)
- From the table of available reagents select the one(s) you would use to convert cyclohexanone to the following compound: CH,CH,CO,H Use the minimum number of steps; from one to five are required. List reagents by letter in the order that they are used; example: fa. Reagents Available a. BH3, THF; followed by H₂O₂, OH b. Br₂, CH3CO₂H c. HCN, KCN d. H3O*, heat e. LDA (lithium diisopropylamide) f. NaBH4 g. Na* -CH(CO₂C₂H5) (from CH₂(CO₂C₂H5)2 + Na* -OC₂H5) h. PBr3 i. PhCH₂Br j. Ph3P+--CH₂ k. pyridine, heat I. PhBrProvide the reagents necessary to carry out the following conversion: 4-methyl-cyclohexanol -------> 4-methyl- cyclohexanone O KMNO4/NAOH/H20 peroxyacetic acid O Br2, CCl, O NazCr207/H2SO2/H2O O OsO410-Bromo-a-chamigrene, a compound isolated from marine algae, is thought to be biosynthesized from y-bisabolene by the following route: "Br* Bromonium Cyclic carbocation -H*) Base ion Bromo peroxidase Br y-Bisabolene 10-Bromo-a- chamigrene