Organic Chemistry
5th Edition
ISBN: 9780078021558
Author: Janice Gorzynski Smith Dr.
Publisher: McGraw-Hill Education
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Textbook Question
Chapter 19, Problem 19.2P
Give the structure corresponding to each IUPAC name.
a.
b.
c.
d.
e.
f.
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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
Draw the structure corresponding to each name. a. 2-hydroxyheptanoic acid b. 4-chlorononanoic acid c. 3,4-dibromobenzoic acid d. lithium propanoate e. 2,2-dibromobutanoic acid f. ethyl 2-methylpropanoate
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
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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- What is the correct IUPAC name of the following compound? Select one: O a. 2-sec-butyl-4,4-dimethylnonanoic acid O b. 2-Isobutyl-4,4-dimethylnonanoic acid O c. 4,4-Dimethyl-2-sec-butylnonanoic acid O d. 4,4-Dimethyl-2-isobutylnonanoic acidarrow_forwardName/Draw the compounds.arrow_forwardWhat is the IUPAC name for the following compound? CH3 H3C-CH2-CH-CH,-C-OH a. 3-methylpentanoic acid b. isohexanoic acid c. B-methylvaleric acid d. 2-methylpentanoic acid e. 3-methylvaleric acid What is the common name for the following compound? Н—с C-H a. Methanoic anhydride b. Formic anhydride c. Formyl formate d. Ethanoic anhydride e. Diformyl ether What is the common name for the following compound? H2C -H- CI a. Chloroaldehyde b. a-chloroacetaldehyde c. B-chloroacetaldehyde d. 2-chloroethanal e. a-chloroethanalarrow_forward
- What is the systematic IUPAC name for the given compound? CH3 CH3 CH;CHCH,CH,CH2 -Ń-CH3 a. N-methyl-4-methylhexan-1-amine b. 2,4-dimethylhexan-1-amine c. 2,2,N-trimethylpentan-1-amine d. N,N,4-trimethylpentan-1-aminearrow_forwardNonearrow_forwardwhich has the greatest acidity? a. 2-hexanol b. valeric acid c. naphtol d. ethyl propionate which produces effervescence when dissolved in 10% sodium bicarbonate? a. 2-hexanol b. valeric acid c. napththol d. ethyl propionatearrow_forward
- What is the IUPAC name of the following compound? Br CH3 H3C O A. 5-Bromo-2-methylphenyl ethanoate B. 3-Bromo-6-methylphenyl ethanoate C. 4-Bromo-2-{oxy-(1-oxoethyl)} toluene EO D. Methyl-5-bromo-2-methyl benzoatearrow_forwardGive the structure corresponding to each name. a. 7,7-dimethyl-4-octanol b. 5-methyl-4-propyl-3-heptanol c. 2-tert-butyl-3-methylcyclohexanol d. trans-1,2-cyclohexanediolarrow_forwardDraw the structure corresponding to each name. a. 3,3-dimethylpentanoic acid b. 4-chloro-3-phenylheptanoic acid c. (2R)-2-chloropropanoic acid d. B,B-dichloropropionic acid e. m-hydroxybenzoic acid f. o-chlorobenzoic acid i. 2,2-dichloropentanedioic acid j. 4-isopropyl-2-methyloctanedioic acid g. potassium acetate h. sodium a-bromobutyratearrow_forward
- Choose the answer to the following questionsarrow_forwardGive the structure corresponding to each IUPAC name. a. 3-methyl-3-pentanold. 1,3-propanediol b. 4-methyl-2-pentanole. 3,5-dimethylcyclohexanol c. 2,4-dimethyl-2-hexanolf. 6,6-diethyl-4-nonanolarrow_forwardDraw Iupac structure of 4-phenyl-2-methyl butenoic acidarrow_forward
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