Organic Chemistry-Package(Custom)
4th Edition
ISBN: 9781259141089
Author: SMITH
Publisher: MCG
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Textbook Question
Chapter 19, Problem 19.3P
Draw the structure corresponding to each common name.
a.
b.
c.
d.
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Instructions: Draw out each compound to clearly show what groups are bonded to the carbonyl carbon.
Label each compound as a carboxylic acid, ester, or amide.
a. CH3CH2CO2CH2CH3
b. CH3CONHCH3
c. (CH3)3CCO2H
d. (CH3)2CHCON(CH3)2
Instructions: Give the IUPAC name for each compound.
A.
CH₂
CH₂CH₂CH₂CCH₂COOH
CH3
B.
CH₂CHCH₂CH₂COOH
CH₂COOH
CH₂CH3
C. (CH,CH,),CHCH,CHCOOH
Instructions: Give the structure corresponding to each IUPAC name.
a. 2-bromobutanoic acid
b. 2,3-dimethylpentanoic acid
c. 2-ethyl-5,5-dimethyloctanoic acid
d. 3,4,5,6-tetraethyldecanoic acid
Give the structure corresponding to each IUPAC name.
a. 2-bromobutanoic acid
b. 2,3-dimethylpentanoic acid
c. 3,3,4-trimethylheptanoic acid
d. 2-sec-butyl-4,4-diethylnonanoic acid
e. 3,4-diethylcyclohexanecarboxylic acid
f. 1-isopropylcyclobutanecarboxylic acid
Give the IUPAC and common name for the following compounds.
a.
HO,
b.
но
OH
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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