a) b) Provide arrows to show the mechanisms and then predict the products of the following acid base reaction. Use pKas to determine which way the reaction will favor (Hint: the lower pka acid will want to dissociate) Дон OH Ha OH NH2 c) H H-O-H
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- Draw the two products and the mechanism of their formation in acidic water!Write equations for the following acid-base reactions. Label the conjugate acids and bases, and show any inductive stabilization. Predict whether the equilibrium favors the reactants or products. Try to do this without using a table of pKa values, (a) CH3CH2OH + CH3NH- (b) F3CCOONa + Br3C¬COOH(c) CH3OH + H2SO4 (d) NaOH + H2S(e) CH3NH3+ + CH3O- (f) BrCH2CH2OH + F3C¬CH2O-(g) NaOCH2CH3 + Cl2CHCH2OH (h) H2Se + NaNH2(i) CH3CHFCOOH + FCH2CH2COO- (j) CF3CH2O- + FCH2CH2OHWhich of the following has the lowest pKa value? Hint: a methyl group is an electron donating group which can destabilize the negative charge of the conjugate base. I II III IV
- Using pKa Values to Determine Relative Acidity and Basicity Rank the following compounds in order of increasing acidity, and then rank their conjugate bases in order of increasing basicity.2) For each of the following reactions below, predict the products and draw full Lewis structures for the products and reactants. Use curved arrows to show how the proton is transferred in each reaction. Use the table of pKa's given below to determine the position of the equilibrium (to the right or to the left). Acid a) C6H5OH + NaOCH3 pKa 0.18 CF3CO2H CH3CO2H 4.75 b) CH3CO2H + CF3CO2- НCN 9.31 c) HCEC?+ NH3 NH4* 9.25 C6H50H 10.0 CH3OH HCECH 15 25 NH3 39a.) Rank the attached compounds in order of increasing acidity. (b)Which compound forms the strongest conjugate base?
- но HO но он The pK, of ascorbic acid (vitamin C) is 4.17, showing that it is slightly more acidic than acetic acid (CH3CO0H, pKa 4.74). (a) Show the fou r different conjugate bases that would be formed by deprotonation of the four different OH groups in ascorbic acid. (b) Compare the stabilities of these four conjugate bases, and predict which OH group of ascorbic acid is the most acidic. (c) Compare the most stable conjugate base of ascorbic acid with the conjugate base of acetic acid, and suggest why these two compounds have similar acidities, even though ascorbic acid lacks the carboxylic acid (COOH) group.11) For the following reaction, identify the Lewis acid and the Lewis base and draw the curved arrow mechanism. H H -N - +) NH2 lewis base lewis Aciol SHN pinb!7 (P 12) Which of the following solvents can be used with NaNH2 and why? 02H (2 (9 HOʻHO H A.In the following acid-base reaction, which is the acid, which is the base, which is the conjugate acid and which is the conjugate base: (C2H)- + C3H6O = C2H2 + (C3H6O)-
- Draw the products formed from the following acid-base pairs, using approximate pka values to predict in which direction the equilibria will lie. for the product, one for the direction of the equilibrium) + NaNH + H20 NH3 to ČH,NO2 H. O + HCO3 NH3mark mechnism of catalysisIn each reaction, label the reactants as Lewis acids (electrophiles) or Lewis bases (nucleophiles). Use curved arrows to show the movement of electron pairs in the reactions. Draw any nonbonding electrons to show how they participate in the reactions.(a) (CH3)2NH + HCl ¡ (CH3)2 NH+2 + Cl-(b) (CH3)2NH + CH3Cl ¡ (CH3)3 NH++ Cl-