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- Treatment of 1,3,6-cyclononatriene (Compound 1), or its dimethyl derivative (Compound 2), with potassium amide (KNH₂) in liquid ammonia results in the formation of anion 1a or 2a, respectively (J. Am. Chem. Soc. 1973, 95, 3437-3438): 9 15.85a 2 6 3 4 5 Compound 1 (R=H) Compound 2 (R=CH3) * You answer is incorrect. KNH₂ KNH₂ 1a (anion) 2a (anion) Of the following, which is NOT one of the four resonance structures of 1a?The following two isomeric ketones were among the 68 compounds isolated from the steam-distilled volatile oil of fresh and air-dried marijuana buds (J. Nat. Prod. 1996, 59, 49–51). Propose a separate synthesis for each of these two compounds using only disubstituted alkenes containing four carbon atoms as starting materials.nswer all parts of this question. 3 CH3I NaOH solution NH2 [7] (11) (i) AGOH (replaces I with "OH) (ii) 180 °C [8] (14) (12) (13) 95% 5% Provide a detailed mechanism to account for the formation of the product (11) in reaction [7]. You may omit the reaction with the third equivalent methyl iodide (as it is a repeat).
- (b) acid, HNO3 to produce compound L. The reaction of compound L with bromine, Br2 in the presence of iron tribromide, FeBr3 produced compound M. Benzene also undergoes Fridel-crafts alkylation reaction with chloroethane, CH;CH2CI using catalyst N to produce compound P. Benzene, CeHe undergoes substitution reaction with concentrated nitric Benzena, CsHe menjalani tindak balas penukargantian dengan asid nitrik, HNO, pekat untuk menghasilkan sebatian L. Tindak balas sebatian L dengan bromin, Brz dengan kehadiran ferum tribromida, FeBrs menghasilkan sebatian M. Benzena juga menjalani tindak balas alkilasi Fridel-crafts dengan kloroetana, CH3CH2CI dengan menggunakan pemangkin N untuk menghasilkan sebatian P. (i) Draw the structural formula of L, M and P. Lukiskan formula struktur bagi sebatian L, M dan P. (ii) State catalyst N. Nyatakan pemangkin N. (iii) Show the formation of electrophile that will be reacted with benzene for the formation of compound P.Q.2). How will you compare briefly the reactivity of Pyridine and 2-methoxy Pyridine with Furan also explain which one is more reactive toward electrophilic and nucleophilic substitution rxns? Q3). Outline a possible synthetic route for the preparation of a sulfa drug (sulfa pyridine) from benzene.f) Alkene X can be decomposed with hydrogen peroxide catalyzed by sodium tungstate to substance Q. This can be further degraded by iodoform reaction to substance R. Give the structures of substances Q and R. Xx S Na₂WO4 H₂O2 Q (C9H1603) 1: NaOH, 1₂ 2: H+ P₂O5 teplo - CHI3 R (C8H1404) P₂O5 teplo T g) The preparation of substance Q from substance X using hydrogen peroxide is a redox reaction. Identify the reductant and oxidant in this reaction, write the formal oxidation number to the atoms where it changes during the reaction and calculate the reaction. h) Substances Q and R undergo a reaction with phosphorous oxide under heating to form various products T and S. Determine the structure of substances T and S if you know their H NMR : 1H NMR (S): 2.2 (t, 2H); 1.8 (t, 2H); 1.3 (s, 6H). 1H NMR (T): 4.6 (d, 1H); 4.3 (d, 1H); 2.2 (t, 2H); 1.5 (t, 2H); 1.3 (s, 6H).
- 1. Give the structure of the major product(s) in each of the following reactions. Give stereochemistry where appropriate. (a) (b) (c) (d) (e) Ph COOMe COOMe HCI (excess) 1-BuOK CHC13 Br₂ H₂O MCPBA (1 eq.) CH₂1₂/Zn(Cu) diethyl ether D (1) OsO4, pyridine, 25°C (2) NaHSO3 C E B F → АCompound Y (molecular formula C6H10) gives four lines in its 13C NMRspectrum (27, 30, 67, and 93 ppm) and the IR spectrum given here.Propose a structure for Y. Additional spectroscopy problems on alkynes are given in Chapters B and C:Infrared spectroscopy: B.4a; B.5; B.16a; B.19a; B.21a, d; B.29Nuclear magnetic resonance spectroscopy: C.12aSynthesize the following compound from benzonitrile (C6H5CN): Please don't provide hand written solution...
- Give a detailed mechanism including all resonance isomers for intermediates (show electron flow) for the Friedel-Crafts reaction Expt. 29.4-micro: Friedel-Crafts Synthesis of 1,4-t-Butyl-2,5-dimethoxybenzene. NOTE: It is likely the mechanism from reactants to only 1-t-butyl-2,5-dimethoxybenzene. I want a complete mechanism showing all steps and resonance isomers for the synthesis of the dialkylated product.The treatment of isoprene [CH2=C(CH3)CH=CH2] with one equivalent ofmCPBA forms A as the major product. A gives a molecular ion at 84 in itsmass spectrum, and peaks at 2850–3150 cm−1 in its IR spectrum. The 1HNMR spectrum of A is given below. What is the structure of A?(a) Given and Scara were given a task of synthesising (2-methylprop-1- envl)cyclohexane 2 (A potential TB drug). After a brief discussion with each other, Given proposed Method A to synthesise 2 from cyclohexanecarbaldehyde 1 while Scara proposed Method B that started from hydroxymethylcyclohexane 3. When designing a synthetic route for drug molecule, you have to make sure the synthetic process is as efficient as possible (e.g. few synthetic steps, mostly making one product and more). w 1 THF A Ph Ph Ph B 3 1. PCC 2. isopropyl magnesium vromide 3. H₂SO4 100 °C .OH After analyzing both of these methods, draw any one possible alkene product other than (2-methylprop-1-enyl)cyclohexane 2?