ORGANIC CHEMISTRY
5th Edition
ISBN: 9781259977596
Author: SMITH
Publisher: MCG
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Textbook Question
Chapter 19, Problem 19.42P
Which
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Which is the conjugate base in this reaction?
acetic acid
Pyridine
Pyridinium
H ion
Lot
-oH
pka =4.76
pKa=
5,25
A acetic acid
B) acetate ion
pyridine
D pyridinium ion
What is the percent dissociation of acetic acid if the solution has a pH = 4.74 and a pK a = 4.74?
What is the percent dissociation of acetic acid if the solution has a pH = 4.74 and a pK a = 4.74?
100%
10%
1%
50%
Acid Base Reaction
Consider the following acid-base reaction.
HSO4 + CN-HCN + SO4²-
Which compound is the conjugate base of the Bronsted-Lowry acid?
HCN
HSO4
CN
SO4²-
0 0 0 0
ξ0000
Which compound is the conjugate acid of the Bronsted-Lowry base?
CN
SO4²-
HSO4
HCN
D
Chapter 19 Solutions
ORGANIC CHEMISTRY
Ch. 19 - Prob. 19.1PCh. 19 - Problem 19.2 Give the structure corresponding to...Ch. 19 - Problem 19.3 Draw the structure corresponding to...Ch. 19 - Prob. 19.4PCh. 19 - Prob. 19.5PCh. 19 - Problem 19.6 Rank the following compounds in order...Ch. 19 - Problem 19.7 Explain how you could use IR...Ch. 19 - Prob. 19.8PCh. 19 - Problem 19.9 How many tetrahedral stereogenic...Ch. 19 - Problem 19.10 What alcohol can be oxidized to each...
Ch. 19 - Problem 19.11 Identify A-D in the following...Ch. 19 - Problem 9.12 Draw the cation that results when a...Ch. 19 - Problem 19.13 Draw the products of each acid-base...Ch. 19 - Problem 19.14 Given the values in Appendix A,...Ch. 19 - Problem 19.15 Rank the labeled protons in...Ch. 19 - Problem 19.16 Match each of the following values ...Ch. 19 - Problem 19.17 Rank the compounds in each group in...Ch. 19 - Problem 19.18 Rank the compounds in each group in...Ch. 19 - Prob. 19.19PCh. 19 - Problem 19.20 Which of the following pairs of...Ch. 19 - Problem 19.21 Two other commonly used sulfonic...Ch. 19 - Problem 19.22 Draw both enantiomers of each amino...Ch. 19 - Problem 19.23 Explain why amino acids, unlike most...Ch. 19 - Problem 19.24 Draw the positively charged,...Ch. 19 - Prob. 19.25PCh. 19 - Problem 19.26 Explain why the of the group of...Ch. 19 - Answer each question for A and B depicted in the...Ch. 19 - Prob. 19.28PCh. 19 - 19.29 Give the IUPAC name for each compound.
a....Ch. 19 - 19.30 Draw the structure corresponding to each...Ch. 19 - Prob. 19.31PCh. 19 - 19.32 Rank the following compounds in order of...Ch. 19 - 19.33 Draw the organic products formed in each...Ch. 19 - 19.34 Identify the lettered compounds in each...Ch. 19 - 19.35 Using the table in Appendix A, determine...Ch. 19 - 19.36 Draw the products of each acid-base...Ch. 19 - 19.37 Which compound in each pair has the lower ?...Ch. 19 - 19.38 Rank the compounds in each group in order of...Ch. 19 - 19.39 Rank the compounds in each group in order of...Ch. 19 - 19.40 Match the values to the appropriate...Ch. 19 - Prob. 19.41PCh. 19 - 19.42 Which carboxylic acid has the lower ,...Ch. 19 - Prob. 19.43PCh. 19 - 19.44 Explain the following statement. Although...Ch. 19 - Prob. 19.45PCh. 19 - 19.46 Explain why the of compound A is lower than...Ch. 19 - 19.47 Rank the following compounds in order of...Ch. 19 - Prob. 19.48PCh. 19 - Prob. 19.49PCh. 19 - 19.50 Draw all resonance structures of the...Ch. 19 - As we will see in Chapter 23, CH bonds are...Ch. 19 - Prob. 19.52PCh. 19 - The pKa of acetamide (CH3CONH2) is 16. Draw the...Ch. 19 - 19.54 Write out the steps needed to separate...Ch. 19 - Prob. 19.55PCh. 19 - Can octane and octan -1- ol be separated using an...Ch. 19 - 19.57 Identify each compound from its spectral...Ch. 19 - 19.58 Use the NMR and IR spectra given below to...Ch. 19 - 19.59 An unknown compound (molecular formula )...Ch. 19 - 19.60 Propose a structure for (molecular formula...Ch. 19 - 19.61 Match the data to the appropriate...Ch. 19 - Prob. 19.62PCh. 19 - Prob. 19.63PCh. 19 - Prob. 19.64PCh. 19 - 19.65 For each amino acid ,draw its neutral,...Ch. 19 - Calculate the isoelectric point for each amino...Ch. 19 - 19.67 Lysine and tryptophan are two amino acids...Ch. 19 - Prob. 19.68PCh. 19 - Prob. 19.69PCh. 19 - Prob. 19.70PCh. 19 - 19.71 Hydroxy butanedioic acid occurs naturally in...Ch. 19 - 19.72 Although it was initially sold as a rat...
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- Find the value of Kb for the conjugate base of the following organic acids. (a) picric acid used in the manufacture of explosives; Ka = 0.16 (b) trichloroacetic acid used in the treatment of warts; Ka = 0.20arrow_forwardWill acetylene react with sodium hydride according to the following equation to form a salt and hydrogen, H2? Using pKa values given in Table 4.1, calculate Keq for this equilibrium.arrow_forwardFor each value of Ka, calculate the corresponding value of pKa. Which compound is the stronger acid? (a) Acetic add, Ka = 1.74 105 (b) Chloroacetic acid, Ka= 1.38 103arrow_forward
- What is the role of ammonium ion in the following reaction? NH3 H;0 H20 NHA + Select one: Conjugate acid Acid Conjugate base Basearrow_forward1/ 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_forwardNaHCO3 can deprotonate benzoic acid but cannot deprotonate phenol. On the other hand, NaOH can deprotonate both benzoic acid and phenol. Given this information, rank the molecules numbered I to V in order of decreasing acidity. COH cOH он H,0 H,CO, IV CH3 II I II (A) V > II >I > III > IV (В) II > 1 > V > III IV (C) II > V >I > IV > IIarrow_forward
- In a 0.01 M solution of 1,4-butanedicarboxylic acid, HOOCCH 2CH 2COOH ( K a1 = 2.9 × 10 –5, K a2 = 5.3 × 10 –6), which species is present in the lowest concentration? -OOCCH2CH2COO-(aq) H2O (l) HOOCCH2CH2COO- (aq) H3O+(aq) HOOCCH2CH2COOH (aq)arrow_forward6. Which of the following compounds has the lowest pKa ? A OH NH B XOH OH C X D NH₂arrow_forwardEquilibrium of methyl orangea) Give a balanced reaction equation for the reaction of methyl orange with 6M HCl b) Give a balanced reaction equation for the reaction of methyl orange with 6M NaOHc) Use Le Chatelier’s Principle to explain the color change when acid or base is added to methyl Orange. Reaction: HMO = H^+ +MO^-arrow_forward
- Molecules like acetamide (CH3CONH2) can be protonated on either their O or N atoms when treated with a strong acid like HCl. Which site is more readily protonated and why?arrow_forwardBb.65.arrow_forward2,4,6-Trinitrophenol is also called picric acid. Why is this substance called an acid? How is the acid strength affected by the substituting groups in this case? H NO₂ O₂N. NO₂arrow_forward
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