2. For each of the following species, add all lone pairs,then circle the most basic site. In order to determine this,you will need to estimate the pKa values of thecorresponding conjugate acids.(a)(d)NH2(b)(c)OHNH2(e)NH

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Answered: 2. For each of the following species,…

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter20: Acidity And Pka Of Phenols

Section: Chapter Questions

Problem 9E

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Each of the three molecules shown here contains an OHgroup, but one molecule acts as a base, one as an acid, andthe third is neither acid nor base. (a) Which one acts as abase? (b) Which one acts as an acid? (c) Which one is neitheracidic nor basic
b) Which of the following compounds would you expect to be most acidic? Explain your answer, including clear drawing/analysis of the relevant conjugate base(s). H.
Which of these bases is the strongest one which can be used (and retains it pasic character) in aqueous solution? (a) CH3O- (b) F- (c) HO- (d) CH3CO2" (e) HSO4-
5. Pyridine (C5H5N) is a weak base (a) What is (i.e. look it up) the Kb for pyridine? Then calculate it's pkb. (b) Write the reaction of pyridine and water. (c) What is the conjugate acid of pyridine? (d) For this conjugate acid, calculate the Ka and the pka.
For the compound below please determine which of the two protons (a) or(b)is more acidic using the ARIO rule and explain your reasoning. Note: To answer the question correctly, please draw both Conjugate Bose 1 and Conjugate Base 2. Determine which of the two protons is more acidic using the ARIO rule and explain your reasoning - if the reason is R (number of Resonance Structures) please draw ail the resonance structures. Make sure you keep track of all formal charges and lone nairs: A. Proton (a) is more acidic because of A (atom type and/or size in ARIO) B: Proton (b) is more acidic because of A (atom type and/or sire in ARIO) C. Proton (a) is more acidic because of R (number of resonunce structures in AB1O) D: Proton (b) is more acidic because of R (number of resonance structures in ARiO) E. Proton (a) is more acidic because of I induction in ARIO) F. Proton (b) is more acidic because of 1 (induction in APQO) G. Protion (a) is more acidic because ofO(orbital type in ARig) H: Protion…
(b) Which of the following bases is most basic? (strongest base has the most stable conjugate acid). Provide a reason for your answer. H2N-CF3 H2N A B D
Order the anionic compounds from the most basic to the least basic. (1) Θ N. (2) Drag and drop options on the right-hand side and submit. For keyboard navigation... SHOW MORE ✓ Strongest base Second strongest III Weakest base = III (2) (1) (3) (3)
3) For the explicitly shown H-atoms in the compound shown below: a) Please label the hydrogen atoms that are the most and second most acidic. Please estimate the pKa-values for these acidic groups. b) Where is the most basic atom in the molecule? Please explain how you established its basicity. H HOH ON H
Circle the stronger base in each pair. Then explain each of your selections in the space below each one, in terms of the TOriate criteria for acidity/basicity (e.g., size, hybridization, etc). Be specific. Note that there are two separate problems here. H3C CH2-0: (b) :CBr3 CH3 Vs. (a) H3C. vs. :0: :0:
3) а) decreasing acidity and explain your answer. CHCHNΗ Arrange the following compounds in order of CH,CH,OH CH,CH,CH, b) part (a) in order of increasing basicity and explain your Arrange the conjugate bases of the acids given in answer.
Rank the following in order of decreasing basicity. You may use analogous structures in a table of acidity constants to guide your reasoning. Be sure to answer all parts. Drag each item to the correct box. Most basic ☐ ? de Least basic
As we will see in later chapters, many steps in key reaction sequencesinvolve acid–base reactions. (a) Draw curved arrows to illustrate the flow of electrons in steps [1]–[3]. (b) Identify the base and its conjugate acid in step [1]. (c) Identify the acid and its conjugate base in step [3].

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2. For each of the following species, add all lone pairs, then circle the most basic site. In order to determine this, you will need to estimate the pKa values of the corresponding conjugate acids. (a) (d) NH2 (b) (c) OH NH2 (e) NH