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- Ibufenac, a para-disubstituted arene with the structureHO2CCH2C6H4CH2CH(CH3)2 , is a much more potent analgesic thanaspirin, but it was never sold commercially because it caused livertoxicity in some clinical trials. Devise a synthesis of ibufenac frombenzene and organic halides having fewer than five carbons.Devise a synthesis of (E)-tetradec-11-enal, a sex pheromone of thespruce budworm, a pest that destroys fir and spruce forests, fromacetylene, Br(CH2)10OH, and any needed organic compounds orinorganic reagents.Devise a synthesis of (E)-tetradec-11-enal, a sex pheromone of the spruce budworm, a pest that destroys r and spruce forests, from acetylene, Br(CH2)10OH, and any needed organic compounds or inorganic reagents.
- CH-(CH₂)-CH-CH₂-CH₂-COOH 1 CH3-CH-CH-CH3 in the presence of LiAIH4 as catalyst; is obtained: oy) 4-secbutyl decanoic acid np) 4-secbutyl-2-decanol kv) Secbutyl decanoate di) 4-secbutyl decanal By reducing the compoundDevise at least three different methods to prepare N-methylbenzylamine (PhCH2NHCH3) from benzene, any one-carbon organic compounds, and any required reagents.(a) Give an acceptable name for each compound, (b) Draw the organic products formed when A or B is treated with each reagent: [1] H3O+; [2] −OH, H2O; [3] CH3CH2CH2MgBr (excess), then H2O; [4] LiAlH4, then H2O.
- Give the structure of the principal product(s) when each of the following alcohols reactswith (1) Na2Cr2O7>H2SO4, (2) PCC, (3) DMP, and (4) 1 equiv NaOCl-TEMPO.(a) octan-1-ol (b) octan-3-ol(c) 4-hydroxydecanal (d) 1-methylcyclohexan-1,4-diolThe key step in a reported laboratory synthesis of sativene, a hydrocarbon isolated from the mold Helminthosporium sativum, involves the following base treatment of a keto tosylate. What kind of reaction is occurring? How would you complete the synthesis?As far back as the 16th century, South American Incas chewed the leaves of the coca bush, Erythroxylon coca, to combat fatigue. Chemical studies of Erythroxylon coca by Friedrich Wöhler in 1862 resulted in the discovery of cocaine, C17H21NO4, as the active component. Basic hydrolysis of cocaine leads to methanol, benzoic acid, and another compound called ecgonine, C9H15NO3. Oxidation of ecgonine with CrO3 yields a keto acid that readily loses CO2 on heating, giving tropinone. (a) What is a likely structure for the keto acid? (b) What is a likely structure for ecgonine, neglecting stereochemistry? (c) What is a likely structure for cocaine, neglecting stereochemistry?
- Provide the structure of the major product(s) of the followings organic reactions: a) b) c) d) e) f) h) -CEC -CECH -CECH -CECH Na CH3CH₂-CEC-CH3 -CECH NaNH, H₂ Lindlar's catalyst Na NH3 HBr (1 equivalent) HgSO4 H₂SO4, H₂O Sia₂BH H₂O₂ он 1) 0₂ 2) H₂O Br H30Devise a synthesis of (E)-tetradec-11-enal, a sex pheromone of the spruce budworm, a pest that destroys fir and spruce forests, from acetylene, Br(CH2)10OH, and any needed organic compounds or inorganic reagents.(11) A OB C D A solution of which of the following alkyl halides in methanol will be optically active to begin but slowly lose most or all of its optical activity when heated? H H Br H3CBr Br (B) (A) T Br (C) (D)