12. How would you synthesize the following compounds from cyclohexanone using reagents from the table? Use letters from the table to list reagents in the order used (first at the left). 1. CH3MgBr / dry ether 1. OsO4 1. BH3 / THF a. e. i. m. cyclohexanone 2. H3O+ 2. NaHSO3 / H₂O 2. H₂O2 / NaOH 1. C6H5MgBr / dry ether 1. NaBH4 b. f. j. Mg/ dry ether 2. H3O+ 2. H3O+ C. PBr3 g. HOCH2CH2OH/HCI k. H2/Pd d. MCPBA h. H3O+, heat I. KMnO4. H3O+ a. 2-phenylcyclohexanone b. 1-cyclohexylcyclohexanol
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- Organometallic reagents and alkoxides are strong bases as well as being good nucleophiles. Given the pKa values below, which reagent is the stronger base, nBuLi (CH3CH2CH2CH2LI) or the tert-butoxide anion ((CH3)3CO‒)? Explain your choice clearly in terms of structure andbonding. (Comparing the pKa values is not an explanation.) (CH3)3COH pka= 16.54CH3CH2CH2CH3 pka= 50Choose the best reagents from the list provided below for carrying out the following conversion. Match the reagent with the step number. HCl (aq), Zn(Hg) KMnO4, H3O+ CH3Cl, AlCl3 HNO3, H2SO4 Cl2, FeCl3 fuming sulfuric acid1.Show the Elimination reaction of 2-bromopentane. 2.What contributed to formation of minor and major product?
- A student wanted to use the Williamson ether synthesis to make (R)-2-ethoxybutane.He remembered that the Williamson synthesis involves an SN2 displacement, whichtakes place with inversion of configuration. He ordered a bottle of (S)-butan-2-ol for hischiral starting material. He also remembered that the SN2 goes best on primary halidesand tosylates, so he made ethyl tosylate and sodium (S)-but-2-oxide. After warming thesereagents together, he obtained an excellent yield of 2-ethoxybutane.(a) What enantiomer of 2-ethoxybutane did he obtain? Explain how this enantiomer resultsfrom the SN2 reaction of ethyl tosylate with sodium (S)-but-2-oxide.(b) What would have been the best synthesis of (R)-2-ethoxybutane?(c) How can this student convert the rest of his bottle of (S)-butan-2-ol to(R)-2-ethoxybutane?1.)How is this reaction is carry out ? Show all the steps please arrows and all the movement of electrons. 2.)Show the Jones intermediaryplease quickly thanks ! 3.Please write out the major reaction and side-reaction in the preparation of ter-butyl.chloride, and write out the key points to use separation funnel in this process.
- Which compound is not a possible product in the reaction below ( F2 is in excess F2and UV light the catalyst).CHA + F2 -->O CFAO CHFaO CHF-O CH2F2O CHaFIn each reaction box, place the best reagent and conditions from the list below.The two Grignard reactions and the reduction reaction below are all believed to have similar mechanisms. Use the curved arrow formalism to draw a single mechanism for these reactions using :Nuc-1 to indicate the nucleophile. The reacations are: cyclohexylmagnesium chloride + acetone in ether --> 2-cyclohexyl-2-propanol phenylmagnesium bromide + acetone in ether --> 2-phenyl-2-propanol Acetone + NaBH4 --> 2-propanol
- Describe how the product is purified. 4,4'-DIBROMOBIPHENYL [Biphenyl, 4,4'-dibromo-] Submitted by Robert E. Buckles and Norris G. Wheeler1. Checked by R. S. Schreiber, Wm. Bradley Reid, Jr., and Robert W. Jackson. 1. Procedure In a 15-cm. evaporating dish is placed 15.4 g. (0.10 mole) of finely powdered biphenyl (Note 1). The dish is set on a porcelain rack in a 30-cm. desiccator with a 10-cm. evaporating dish under the rack containing 39 g. (12 ml., 0.24 mole) of bromine. The desiccator is closed, but a very small opening is provided for the escape of hydrogen bromide (Note 2). The biphenyl is left in contact with the bromine vapor for 8 hours (or overnight). The orange solid is then removed from the desiccator and allowed to stand in the air under a hood for at least 4 hours (Note 3). At this point, the product weighs about 30 g. and has a melting point in the neighborhood of 152°. The crude 4,4'-dibromobiphenyl is dissolved in 75 ml. of benzene, filtered, and cooled to 15°. The…CH₂ + Using the reagents below, list in order (by letter, no period) those necessary to prepare 2-butyne from acetylene. Note: Not all spaces provided may be needed. Type "na" in any space where you have no reagent. a. Br₂, heat, light b. Na, (-H₂) c. Nal(SN2) d. NH4NO3 e. 1) NaNH2, liq. NH3, 2) CH3Br f. (CH3)3COK, (CH3)3COH, heat g. NaOEt, EtOH, heat Step #1 Step #2 Step #3A mixture of 0.10 mol benzene and 0.10 mol p-xylene was allowed to react with 0.10 mol nitronium ion until all the nitronium ion was gone. Two products were obtained: 0.002 mol of one and 0.098 mol of the other. a. What was the major product? b. Why was more of one product obtained than of the other?