Organic Chemistry-Package(Custom)
4th Edition
ISBN: 9781259141089
Author: SMITH
Publisher: MCG
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Chapter 19, Problem 19.72P
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Br
2) Number these compounds in order of increasing acidity (most acidic = 1).
COOH
O₂N
COOH
COOH
H₂C
COOH
COOH
2-Hydroxybutanedioic acid occurs naturally in apples and other fruits. Rank the labeled protons in 2-hydroxybutanedioic acid in order of increasing acidity.
Which of the following compounds is a strongest base?
NH₂
O₂N
01
Oll
O III
ON
OV
NH₂
=
II
E
III
NH₂
IV
NH₂
NH₂
Chapter 19 Solutions
Organic Chemistry-Package(Custom)
Ch. 19 - Give the IUPAC name for each compound.Ch. 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 - Rank the following compounds in order of...Ch. 19 - Explain how you could use IR spectroscopy to...Ch. 19 - Identify the structure of a compound of molecular...Ch. 19 - Problem 19.9 How many tetrahedral stereogenic...Ch. 19 - What alcohol can be oxidized to each carboxylic...
Ch. 19 - Prob. 19.11PCh. 19 - Draw the products of each acid-base reaction.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 - Rank the compounds in each group in order of...Ch. 19 - Rank the compounds in each group in order of...Ch. 19 - Prob. 19.18PCh. 19 - Which of the following pairs of compounds can be...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. 19.24PCh. 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. 19.27PCh. 19 - Give the IUPAC name for each compound. a....Ch. 19 - Prob. 19.29PCh. 19 - Draw the structures and give the IUPAC names for...Ch. 19 - Prob. 19.31PCh. 19 - Rank the compounds in each group 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 - Draw the products of each acid-base reaction, and...Ch. 19 - Which compound in each pair has the lower pKa?...Ch. 19 - 19.38 Rank the compounds in each group in order of...Ch. 19 - 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 - Explain the following result. Acetic acid...Ch. 19 - 19.50 Draw all resonance structures of the...Ch. 19 - As we will see in Chapter 23, CH bonds are...Ch. 19 - Prob. 19.51PCh. 19 - The pKa of acetamide (CH3CONH2) is 16. Draw the...Ch. 19 - 19.54 Write out the steps needed to separate...Ch. 19 - Prob. 19.54PCh. 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 - Prob. 19.60PCh. 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 - Prob. 19.71PCh. 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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- 2. Which base is stronger in each set? (a) H or CI (c) KCN or (b) NaOH or NaNHzarrow_forward2-Hydroxybutanedioic acid occurs naturally in apples and other fruits. Rank the labeled protons (Ha–He) in order of increasing acidity and explain in detail the order you chose.arrow_forwardRank the following compounds in order of increasing acidity, and explain your ranking. Br E A A COOH O₂N B COOH (least acidic) < с (most acidic) COOH The strongest acid has a strong electron-withdrawing group base. The weakest acid has a strong electron-donating group H₂C that will D B COOH destabilize that will stabilize the E .COOH Dositive D charge in its conjugate the negative charge in its Aarrow_forward
- 4 Rank the following compounds in order of decreasing acidity, putting the most acidic first. CH4 NH3 HF H20 I II III IV Multiple Choice IV > || > II| > L III > || > IV > T |> || > IV > II III > IV > || > |arrow_forwardRank the attached compounds in order of increasing acidity, and then ranktheir conjugate bases in order of increasing basicity ?arrow_forwardRank these compounds from weakest to strongest acid H3C I ОН F3C. OI II ОН F3C III ОН Cl3 C IV ОНarrow_forward
- Rank the following species in order of increasing acidity. Explain your reasons for ordering them as you do. HF NH3 H2SO4 CH3OH CH3COOH H3O+ H2Oarrow_forward57. Arrange the compounds shown in decreasing (strongest to weakest) order of basicity. NH₂ NH₂ CF3 1 NH₂ OCH3 11 E ||| NH₂ IVarrow_forwardChoose the strongest base. H3C-NH2 NH₂ NO₂ H3C NH₂ "NH₂arrow_forward
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