Concept explainers
Hydroxide
Lewis base (and attack a carbon atom). (a) What organic product is formed when
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ORGANIC CHEMISTRY
- Acid-Base Equilibria Many factors contribute to the acidity of organic compounds. Electronegativity, resonance, induction, hybridization, aromaticity, and atomic size, all play a role. In the following comparisons, you are asked to identify the factor(s) that would be most important to analyze when predicting relative acidity, and then to predict the trend in acidity and pKa values. For each of the following pairs of compounds answer the following two multiple-choice questions. 1. What factor(s) are the most important to consider when predicting the relative acidity of the two compounds? a. Electronegativity of the atom possessing the hydrogen. b. Resonance stabilization of the anionic conjugate base. c. Inductive stabilization of the anionic conjugate base. d. Hybridization of the atom possessing the hydrogen. e. The atomic size of the atom possessing the hydrogen.arrow_forwardDraw an energy diagram for the Brønsted–Lowry acid–base reaction of CH3CO2H with −OC(CH3)3 to form CH3CO2− and (CH3)3COH. Label the axes, starting materials, products, ΔH°, and Ea. Draw the structure of the transition state.arrow_forwardThe conjugate acid of HSO4‒ in the reaction: HSO4‒ + H2O <=> H2SO4 + OH‒ H2SO4 H2O SO42‒ OH‒arrow_forward
- 1/ Hydrolysis of CH;CH,NO, with 85% H,SO, gives? 2/ When benzyl alcohol is oxidised with KMNO4, the product obtained ? 3/ In the below sequence of reactions, A and B? NaCN (CH3),CO- (HCI) 4/ Which of the following is the strongest acid? CH;COOH , BRCH,COOH , CICH,COOH , FCH,COOH 5/ Which substituted benzoic acid is most acidic? .CO2H CH3 .co,H CO2H CI .CO2H CH, 6/ Which acid is strongest or Which is most acidic? а) Cl,CH.COOН b) CICH,COOН c) CH;COOH d) CI3C.COOH 71. In the anion HCOO- the two carbon-oxygen bonds are found to be of equal length. What is the reason for it?arrow_forwardRank the given compounds based on their relative acidities. strongest acid HF HC=CH H,C=CH, NH, H, CCH, weakest acidarrow_forwardWhich base, CH3NH2 or (CH3)2NH, is the stronger base? Which conjugate acid, (CH3)2 NH2+ or(CH3)2 NH3+ , is the stronger acid?arrow_forward
- In the following reaction which compound is the conjugate base? HO- + (CH3)3NH+ → H2O + (CH3)3Narrow_forwardIn each of the following reactions, two possible organic products can be formed. Draw both organic products in each case and then circle the one formed in greatest quantity in each case. HC (a) 1) NaH, 2) acid (b) CH,CH,OH (c) CH,CH,OH NH2 (d) Oarrow_forwardThe pKa of ascorbic acid (vitamin C, page 55) is 4.17, showing that it is slightly more acidic than acetic acid (CH3COOH, pKa 4.74). 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.arrow_forward
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