Organic Chemistry (6th Edition)
6th Edition
ISBN: 9781260119107
Author: Janice Gorzynski Smith
Publisher: McGraw Hill Education
expand_more
expand_more
format_list_bulleted
Question
Chapter 3, Problem 65P
Interpretation Introduction
Interpretation: The more soluble compound among diethyl ether and tetrahydrofuran is to be predicted. An explanation corresponding to the more soluble compound is to be stated.
Concept introduction: According to the concept of solubility, it is mentioned that like dissolves like. Generally, polar compound can only be dissolved in polar solvents and non-polar or weakly polar compounds can only be dissolved in non-polar solvents or weakly polar solvents.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solutionStudents have asked these similar questions
Although diethyl ether and tetrahydrofuran are both four-carbon ethers,
one compound is much more water soluble than the other. Predict which
compound has higher water solubility and offer an explanation.
Why are the boiling points of ethers similar to those of alkanes instead of alcohols?
a)
Both ether molecules and alkane molecules are polar, whereas alcohol molecules are nonpolar.
b)
Hydrogen bonding between ether molecules is strong and this property is similar to that of alkanes. However, hydrogen bonding is weaker in alcohols than it is in both ethers and alkanes.
c)
Although ether molecules are polar, they cannot form hydrogen bonds with other ether molecules. Similarly, alkane molecules do not form hydrogen bonds, whereas there is hydrogen bonding in alcohols.
d)
None of these are correct explanations.
Explain the solubility of alcohols in water and in n-hexane.
Chapter 3 Solutions
Organic Chemistry (6th Edition)
Ch. 3.1 - Prob. 1PCh. 3.2 - (a) Classify the carbon atoms in each compound as...Ch. 3.2 - Problem 3.3 Classify a carbon atom by the number...Ch. 3.2 - Classify each alkyl halide and alcohol as , or...Ch. 3.2 - Prob. 5PCh. 3.2 - Prob. 6PCh. 3.2 - Draw the structure of a compound of molecular...Ch. 3.2 - Prob. 8PCh. 3.2 - Prob. 9PCh. 3.2 - Draw the structure of a compound fitting each...
Ch. 3.4 - Predict which compound in each pair has the higher...Ch. 3.4 - Prob. 17PCh. 3.4 - a Label the hydrophobic and hydrophilic portions...Ch. 3.5 - Prob. 21PCh. 3 - 3.29
Identify the functional groups in the...Ch. 3 - Prob. 32PCh. 3 - 3.31 For each alkane: (a) classify each carbon...Ch. 3 - 3.32 Identify the functional groups in each...Ch. 3 - 3.33 Identify each functional group located in the...Ch. 3 - 3.34 (a)Identify the functional groups in...Ch. 3 - Draw seven constitutional isomers with molecular...Ch. 3 - Prob. 38PCh. 3 - Prob. 39PCh. 3 - Prob. 40PCh. 3 - Intramolecular force of attraction are often...Ch. 3 - 3.40 (a) Draw four compounds with molecular...Ch. 3 - 3.41 Rank the compounds in each group in order of...Ch. 3 - Explain why CH3CH2NHCH3 has higher boiling point...Ch. 3 - Prob. 45PCh. 3 - 3.44 Rank the following compounds in order of...Ch. 3 - Prob. 47PCh. 3 - 3.50 Predict the solubility of each of the...Ch. 3 - Prob. 52PCh. 3 - Prob. 53PCh. 3 - 3.53 THC is the active component in marijuana, and...Ch. 3 - Prob. 55PCh. 3 - Prob. 56PCh. 3 - 3.60 Quinapril (trade name Accupril) is a drug...Ch. 3 - 3.61 Answer each question about oxycodone, a...Ch. 3 - Prob. 65PCh. 3 - Prob. 66PCh. 3 - 3.64 Explain why A is less water soluble than B,...Ch. 3 - 3.65 Recall from section 1.10B that there is...
Knowledge Booster
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- Differentiate petroleum ether and sulfuric ether in terms of solubility in waterarrow_forwardA) The boiling points of aldehydes and ketones is higher than that of alkanes but lower than that of alcohols. Discuss these differences in boiling points for these compounds. B) Acetone is a ketone and a solvent used to remove nail polish. If acetone cannot hydrogen bond with each other, why is it soluble in water?arrow_forwardDraw the correct structures of all possible ethers and alcohols with the molecular formula of C3H8Oarrow_forward
- Which of the following statements are true with respect to ether? Boiling point of ether is lower than that of alcohols. They are relatively inert. They react with metallic sodium. They react with oxidizing agents. They do not react with dilute bases.arrow_forwardThe C-O bond is much shorter in phenol than in ethanol. Give reason.arrow_forwardDimethyl ether and ethanol have the same molecular mass. Dimethyl ether is a gas at room temperature, and ethanol is a liquid at room temperature. Explain these observations.arrow_forward
- Methanol is fairly volatile and evaporates quickly if spilled. Methanol is also absorbed quite readily through the skin. If, in the laboratory, methanol accidentally spilled on your clothing, why would it be a serious mistake to just let it evaporate?arrow_forwardA mixture of ethanol and 1propanol is heated to 140C in the presence of sulfuric acid. Careful analysis reveals that three ethers are formed. Write formulas for these three products, name each, and explain why three form, rather than a single product.arrow_forwardWhat is the structure of a compound with the formula C7H14O that has an ether and cyclobutane ring, including its IUPAC name? In addition, what is the structure of the compound with the formula C7H14O that does NOT contain the functional groups: epoxide, ether, cycloalkane, alcohol, alkene. Indicate the functional groups used that are present in the structure made for this compound.arrow_forward
- Consider four compounds that have nearly the same molecular weights: 1,2-dimethoxyethane, ethyl propyl ether, hexane, and 1-pentanol. Which would you expect to have the highest boilingpoint? Which would be most soluble in water? Explain the reasons for your choices.arrow_forwardA) Which of the following has a higher boiling point: Butane or butanamine? Explain your answer. B) Which of the following is more soluble in water: Butanamine or N,N-dimethylethanamine? Explain your answer.arrow_forwardOne of the four compounds whose structures are shown below is ethyl vanillin, a synthetic compound used as a flavoring. The IUPAC name of this compound is 3-ethoxy-4- hydroxybenzaldehyde. Identify this compound.arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- Organic And Biological ChemistryChemistryISBN:9781305081079Author:STOKER, H. Stephen (howard Stephen)Publisher:Cengage Learning,General, Organic, and Biological ChemistryChemistryISBN:9781285853918Author:H. Stephen StokerPublisher:Cengage LearningChemistry for Today: General, Organic, and Bioche...ChemistryISBN:9781305960060Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. HansenPublisher:Cengage Learning
- Chemistry: Principles and PracticeChemistryISBN:9780534420123Author:Daniel L. Reger, Scott R. Goode, David W. Ball, Edward MercerPublisher:Cengage LearningChemistry: The Molecular ScienceChemistryISBN:9781285199047Author:John W. Moore, Conrad L. StanitskiPublisher:Cengage Learning
Organic And Biological Chemistry
Chemistry
ISBN:9781305081079
Author:STOKER, H. Stephen (howard Stephen)
Publisher:Cengage Learning,
General, Organic, and Biological Chemistry
Chemistry
ISBN:9781285853918
Author:H. Stephen Stoker
Publisher:Cengage Learning
Chemistry for Today: General, Organic, and Bioche...
Chemistry
ISBN:9781305960060
Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Publisher:Cengage Learning
Chemistry: Principles and Practice
Chemistry
ISBN:9780534420123
Author:Daniel L. Reger, Scott R. Goode, David W. Ball, Edward Mercer
Publisher:Cengage Learning
Chemistry: The Molecular Science
Chemistry
ISBN:9781285199047
Author:John W. Moore, Conrad L. Stanitski
Publisher:Cengage Learning
07 Physical Properties of Organic Compounds; Author: Mindset;https://www.youtube.com/watch?v=UjlSgwq4w6U;License: Standard YouTube License, CC-BY