Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
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Textbook Question
Chapter 3, Problem 3.42SP
In each pair of compounds, which compound has the higher boiling point? Explain your reasoning.
- a. octane or 2,2,3-trimethylpentane
- b. nonane or 2-methylheptane
- c. 2,2,5-trimethylhexane or nonane
Expert Solution & Answer
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Check out a sample textbook solutionStudents have asked these similar questions
1. How many total covalent bonds are present in the compound? (Please refer to the first image attached.)
A. 8
B. 10
C. 12
D. 16
2. What is the correct IUPAC name for this compound? (Please refer to the second image attached.)
A. 2,5,5-Trimethylhexane
B. 2,2,5-Trimethylhexane
C. 2,2,5-methylhexane
D. 2,5,5-methylhexane
3. Which of the following is a tertiary alcohol?
A. 2-Pentanol
B. 2-Methyl-2-butanol
C. 1-Butanol
D. 2-Methyl-1-pentanol
Structure?
a. 3-ethylhexane
b. 2,2- dimethylpentane
Which compound has lowest boiling point?
A. 2-methylhexane
B. 2-methylpentane
C. Hexane
D. 2,2-dimethylpentane
E. Heptane
Chapter 3 Solutions
Organic Chemistry (9th Edition)
Ch. 3.2 - Using the general molecular formula for alkanes:...Ch. 3.3B - Name the following alkanes and haloalkanes. When...Ch. 3.3B - Write structures for the following compounds. a....Ch. 3.3B - Provide IUPAC names for the following compounds....Ch. 3.3B - Prob. 3.5PCh. 3.3B - Prob. 3.6PCh. 3.3B - Prob. 3.7PCh. 3.3B - Draw the structures of the following compounds. a....Ch. 3.3B - Without looking at the structures, give molecular...Ch. 3.4C - Prob. 3.10P
Ch. 3.7B - Prob. 3.11PCh. 3.7C - Draw a graph similar to Figure 3-9, of the...Ch. 3.8B - Draw a graph similar to Figure 3-11, of the...Ch. 3.9 - Draw a perspective representation of the most...Ch. 3.10C - Give IUPAC names for the following compounds.Ch. 3.10C - Draw the structure and give the molecular formula...Ch. 3.11 - Which of the following cycloalkanes are capable of...Ch. 3.11 - Give IUPAC names for the following cycloalkanes.Ch. 3.12B - The heat of combustion of...Ch. 3.12C - Prob. 3.20PCh. 3.13B - The cyclohexane chair shown in Figure 3-22 has the...Ch. 3.13B - Draw 1,2,3,4,5,6-hexamethylcyclohexane with all...Ch. 3.14 - Prob. 3.23PCh. 3.14 - Prob. 3.24PCh. 3.14 - Draw the most stable conformation of a....Ch. 3.15 - Prob. 3.26PCh. 3.15 - a. Draw both chair conformations of cis-1...Ch. 3.15 - Prob. 3.28PCh. 3.15A - Draw the two chair conformations of each of the...Ch. 3.15B - Draw the most stable conformation of a....Ch. 3.16A - Name the following compounds.Ch. 3.16B - Prob. 3.32PCh. 3 - Prob. 3.33SPCh. 3 - Prob. 3.34SPCh. 3 - 3-35 a. Draw and name the five cycloalkane...Ch. 3 - Draw the structure that corresponds with each...Ch. 3 - Each of the following descriptions applies to more...Ch. 3 - Write structures for a homologous series of...Ch. 3 - Prob. 3.39SPCh. 3 - Construct a graph, similar to Figure 3-11, of the...Ch. 3 - The following names are all incorrect or...Ch. 3 - In each pair of compounds, which compound has the...Ch. 3 - There are eight different five-carbon alkyl...Ch. 3 - Use a Newman projection about the indicated bond...Ch. 3 - a. Draw the two chair conformations of...Ch. 3 - Draw the two chair conformations of each compound,...Ch. 3 - Using what you know about the conformational...Ch. 3 - Prob. 3.48SPCh. 3 - Draw Newman projections along the C3C4 bond to...Ch. 3 - Prob. 3.50SPCh. 3 - The most stable form of the common sugar glucose...Ch. 3 - This is a Newman projection of a substituted...
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- 1. Draw a simple organic molecule that contain the following functional groups. a. Cycloalkane d. Ester b. Amine c. Ether e. Aldehyde f. Ketonearrow_forwardWrite the structure for: a.) 2,2,4 trimethyl pentane b.) 2-methylbutanearrow_forwardWhich compound has the highest melting point? A. Decane B. 2,2,3,3-tetramethylbutane C. 2,3,3-trimethylpentane D. 4-methylnonanearrow_forward
- Of the benzene molecule it is true that: a. c-c bonds have different bond lengths since they are single and double bonds. b.carries out aromatic electrophilic addition reactions c. the actual structure is a resonance hybrid d.it can be correctly represented with an equilibrium between two resonant structures.arrow_forwardMatch the structures with corresponding functional groups: a. ester b. carboxylic acid c. alkyne d. alkene e. alcohol f. aromatic compound g. ketone h. alkane i. aldehyde j. aminearrow_forwardBased on the image attached, what is the name of the compound? A. 3-chloro-2-ethylpyrimidine B. 3-chloro-2-ethyl-1,4-diazacyclohexane C. 3-chloro-2-ethylcyclohexan-1,4-diamine D. 2-chloro-3-ethyl-1,4-diazacyclohexanearrow_forward
- Write a possible structure for: a.) 2,2,4 trimethyl pentane b.) 2-methylbutanearrow_forwardDraw a skeletal structure for an alkane that has a. six carbons, all secondary. b. eight carbons and only primary hydrogens. c. seven carbons with two isopropyl groups.arrow_forwardMatch the following molecules with the name of their functional group. A. Amine B. Amide C. Alcohol D.Ether E. Aldehyde F. Ketone G.Carboxcylic acid E.Ester Thanks.arrow_forward
- 2. What is the name of the continuous chain alkane with seven carbon atoms? A. cyclohexane B. decane C. heptane D. hexane E. None of the othersarrow_forwardDraw the structures (condensed) of the following compounds: d. 3,3-dichloro2-methylhexane e. 1,1-dibromo-4-tert-butylcyclohexane f. 1,1-dibromo-4-tert-butylcyclohexanearrow_forward1 Which of the following has(have) the same molecular formula as hexane? A. 3-ethylpentane B. 2,4-dimethylpentane C. 3,3-dimethylpentane D. 2,3-dimethylpentane E. 2,3-dimethylbutane 1b. Which of these formulas is(are) not theoretically possible? A. C6H6 B. C6H10 C. C6H12 D. C6H14 E. C6H16 1c. Which of these formulas is(are) not valid for hexane? A. C6H14 B. C6H6C. C6H16D. CH3CH2CH2CH2CH2CH3 E. CH3(CH2)4CH3arrow_forward
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