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- Phenacetin, a substance formerly used in over-the-counter headache remedies, has the formula C10H13NO2. Phenacetin is neutral and does not dissolve in either acid or base. When warmed with aqueous NaOH, phenacetin yields an amine, C8H11NO, whose 1H NMR spectrum is shown. When heated with HI, the amine is cleaved to an aminophenol, C6H7NO. What is the structure of phenacetin, and what are the structures of the amine and the aminophenol?Which of the following bases is strong enough to deprotonate N,Ndimethylacetamide [CH3CON(CH3)2, pKa = 30], so that equilibrium favors the products: (a) NaNH2; (b) NaOH?H₂N NH NH₂ COOH Arginine O A, B- heterocyclic aromatic amines, C - 1° aliphatic amine OA - 1º aliphatic amine, B - 2º aliphatic amine, C - 1° aliphatic amine A - 2º aromatic amine, B - heterocyclic aromatic amine, C - 3° aliphatic amine A - 3º aromatic amine, B - heterocyclic aromatic amine, C - 1° aliphatic amine O A - 3º aliphatic amine, B - heterocyclic aromatic amine, C - 1° aliphatic amine
- Propyl amine can be prepared from the reaction of Ammonia and 1 point Propyi bromide Propanone Propane Propene The typels of amines that exhibit a degree of acidity due to the presence * point of protic Hydrogen islare: (a) primary amine, (b) secondary amine, (c) tertiary amine, (d) quaternary amine a a and b b and c c and d Amines are basic in nature because of the presence of* 1 point its polarity its trigonal pyramidal geometry lone pair in N N-H bond(a) Explain how NaBH, in CH;OH can reduce hemiacetal A to 1,4-butanediol (HOCH,CH,CH,CH,OH). (b) What product is formed when A is treated with Ph;P=CHCH,CH(CH),? (c) The drug isotretinoin is formed by reaction of X and Y. What is the structure of isotretinoin? Although isotretinoin (trade name Accutane or Roaccutane) is used for the treatment of severe acne, it is dispensed under strict controls because it also causes birth defects. PPha NaOCH,CH3 HO- isotretinoin HO A Br X Ydescribe the NMR spectra pattern of benzoic acid
- Arrange the members of each group in order of decreasing basicity: (a) Ammonia, aniline, methylamine (b) Acetanilide, aniline, N-methylaniline (c) 2,4-Dichloroaniline, 2,4-dimethylaniline, 2,4-dinitroaniline (d) 3,4-Dichloroaniline, 4-chloro-2-nitroaniline, 4-chloro-3-nitroaniline (e) Dimethylamine, diphenylamine, N-methylanilineDefine the Mechanism - Conversion of Carboxylic Acids to Amides with DCCDetermine the hybridization around the N atom in each amine, andexplain why cyclohexanamine is 106 times more basic than aniline.