Write reasonable mechanisms for the following transformations: (a) (b) NaOH, H₂O & NaOH, H2O (c) NaOH, H₂O (d) & & CI NaOH, H₂O (e) 요요 H3O+, H₂O (f) H3O+, H₂O
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- (b) State the reagents needed to convert benzoic acid into the following compounds. (i) C6H§COCI (ii) C,H$CH2OH (iii) C6H$CONHCH3(b) Answer ALL parts (i)-(iv) of this question. The scheme below outlines a synthesis of a vitamin A analogue. (i) Suggest reagents for the conversion of 1 into 2 and write a mechanism for this reaction; (ii) Suggest a reagent for the conversion of 3 into 4; (iii) Propose a mechanism for the conversion of 4 into 5; (iv) Suggest reagents for the conversion of 5 into 6 and provide a mechanism for this transformation. reagents? 2 reagents? PPH3; HBr ÓH 3 4 PPH3 Br reagents?(a) Suggest a synthesis for the following molecules starting with benzene and any other necessary reagents. (i) H2N CI (ii) OH CN 6.
- (b) Give two suggestions of chemical modification of the below compound to make it more drug-like. NH H;N COH HN COHAs 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?Determine whether each of the following syntheses requires a reaction that alters the carbon skeleton. (a) (b) OH (c) (d) OCH,CH3 CH3 (e) OH (f) H,CO он H;CO. (g) H3CO, (h) H3CO. NO2 NO2
- In an aqueous solution containing sodium bicarbonate, aniline reacts quickly withbromine to give 2,4,6-tribromoaniline. Nitration of aniline requires very strong conditions,however, and the yields (mostly m-nitroaniline) are poor.(a) What conditions are used for nitration, and what form of aniline is present under theseconditions?Propose mechanisms consistent with the following reactions. (a) (b) (c) (d) (f) (breif Written explantion for each PLEASE) Propose mechanisms consistent with the following reactions. (a) HBr ROOR Br H₂SO4 (b) H₂O OH Br HBr Br (d) (c) CHBr Br NaOH Br Br (e) HCI CH3CH₂OH Br OCH2CH3 Br ED-8 CH2CH3 H- OH H+, H₂O (f) H OH CH3CH2 CH2CH3 CH2CH3 (continued)3b)Give the mechanisms for the following transformations:
- 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 KMnO4Predict the products obtained from the reaction of triolein with the following reagents.(a) NaOH in water (b) H2 and a nickel catalyst (c) Br2 in CCl4(d) ozone, then dimethyl sulfide (e) warm KMnO4 in water (f) CH2I2>Zn(Cu)5. (a) Carry out the following conversions with suitable reagents, reaction conditions and provide mechanisms : (i) Ph -CH3 from NHNH, -et's