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- 3. Rank the following primary amines (anilines in this case) in order of increasing basicity (1 = least basic, 4 = most basic). Write the conjugate acid and provide a brief explanation for your ordering. NH2 NH, NH, NH2 OCH3 NO2 CH3 H. A. В DRank the following compounds in order of increasing acidity (1 = least acidic, 3 = most acidic) and in the space provided use resonance (of the conjugate base) to explain why the compound you have labelled “3” is the most acidic.rank the following species in order of increasing acidity. least acidic should be on top. CBrH2COOH CBr2HCOOH CH3COOH CBr3COOH
- Rank these benzoic acid species in order of decreasing acidity.Amines are weak bases. Table 10.2 in the course textbook provides a list of pKb values for several amines. The pK values for three amines and their structures are shown below. Explain why increased substitution on nitrogen results in an increase of the pKb value. H3C-NH2 PK = 3.36 H3C N-H pKb = 3.27 H₂C' H3C N-CH3 PK = 4.19 H₂CRank the following compounds in their correct order of acidity. 1=Most acidic and 4=least acidic.
- Low-molecular-weight dicarboxylic acids normally exhibit two different pK, values. Ionization of the first carboxyl group is easier than the second. This effect diminishes with molecular size, and for adipic acid and longer chain dicarboxylic acids, the two acid ionization constants differ by about one pK unit. Dicarboxylic Acid Structural Formula pK,2 a1 Охalic НООССООН 1.23 4.19 Malonic НООСCH,COOH 2.83 5.69 Succinic HOOC(CH,),COOH 4.16 5.61 Glutaric HOOC(CH,),COOH 4.31 5.41 Adipic HOOC(CH,),COOH 4.43 5.41 Why do the two pK, values differ more for the shorter chain dicarboxylic acids than for the longer chain dicarboxylic acids?As predicted by hard/soft acid-base theory, which pair would preferentially bind to a MgO surface? NH3 and (CH3)2Hg O NH3 and (CH3)2Zn AsH3 and (CH3)2Hg AsH3 and (CH3)2ZnGiven the following acid-base equilibria:HCOOH + H2O ---> H3O+ + HCOO-CH3NH3+ + H2O---> H3O+ + CH3NH2HSO4- + H2O---> H3O+ + SO42-Circle strongest acid and cross out the weakest.HCOOH HSO4- CH3NH3+Circle strongest base and cross out the weakest.HCOO- SO2- CH3NH2
- Discuss the different experimental conditions used to give the major and minor product distributions shown. 1. LDA 2. OH ОН H. 3. acid major minor 1. LDA 2. Он О OH TH. 3. acid minor major3. Rank the following primary amines (anilines in this case) in order of increasing basicity (1 = least basic, 4 = most basic). Write the conjugate acid and provide a brief explanation for your ordering. NH2 NH2 NH2 NH2 OCH3 NO2 CH3 A В C Dhydrogens on a carbon adjacent to a carbonyl group are far more acidic than those not adjacent to a carbonyl group. The anion derived from acetone, for example, is more stable than is the anion derived from ethane. Account for the greater stability of the anion from acetone. CH,ČCH, H CH,CH, H Acetone Ethane pK, 20.2 pK, 51