Organic Chemistry
5th Edition
ISBN: 9780078021558
Author: Janice Gorzynski Smith Dr.
Publisher: McGraw-Hill Education
expand_more
expand_more
format_list_bulleted
Question
Chapter 3, Problem 3.54P
Interpretation Introduction
Interpretation: The compound which has a higher boiling point and the one which is more water soluble is to be predicted. The given fact is to be explained on the basis of relative solubility of cocaine and cocaine hydrochloride salt.
Concept introduction: The boiling point of chemical compounds depends upon the type of forces operating in the molecule and solubility is governed by the presence of polar groups and hydrogen bonding in the molecule.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Cocaine is a widely abused, addicting drug. Cocaine is usually obtained as its hydrochloride salt (cocaine hydrochloride) but can be converted to crack (the neutral organic molecule) by treatment with base. Which of the two compounds here has a higher boiling point? Which is more soluble in water? How does the relative solubility explain why crack is usually smoked but cocaine hydrochloride is injected directly into the bloodstream?
Explain why vinegar (CH₃COOH) can dissolve in water but vegetable oil cannot.
1. A true solution is homogenous and said to have only one phase. What is a “phase”?
2. Do you think the benzoic acid will dissolve in water at room temperature? At a higher temperature? If not, how will you convert the substance into a water-soluble compound?
Chapter 3 Solutions
Organic Chemistry
Ch. 3 - Prob. 3.1PCh. 3 - (a) Classify the carbon atoms in each compound as...Ch. 3 - Problem 3.3 Classify a carbon atom by the number...Ch. 3 - Classify each alkyl halide and alcohol as , or...Ch. 3 - Prob. 3.5PCh. 3 - Prob. 3.6PCh. 3 - Draw the structure of a compound of molecular...Ch. 3 - Prob. 3.8PCh. 3 - Prob. 3.9PCh. 3 - Draw the structure of a compound fitting each...
Ch. 3 - Draw structures that fit each description and name...Ch. 3 - What types of intermolecular forces are present in...Ch. 3 - Which compound in each pair has the higher boiling...Ch. 3 - Explain why the boiling point of propanamide, is...Ch. 3 - Predict which compound in each pair has the higher...Ch. 3 - Prob. 3.16PCh. 3 - Which compounds are water soluble? a. b. c.Ch. 3 - a Label the hydrophobic and hydrophilic portions...Ch. 3 - Prob. 3.19PCh. 3 - Prob. 3.20PCh. 3 - Prob. 3.21PCh. 3 - Prob. 3.22PCh. 3 - Problem 3.23 (a) What types of intermolecular...Ch. 3 - Prob. 3.24PCh. 3 - Prob. 3.25PCh. 3 - Problem 3.26 Label the electrophilic and...Ch. 3 - Problem 3.27 Considering only electron density,...Ch. 3 - Prob. 3.28PCh. 3 - 3.29
Identify the functional groups in the...Ch. 3 - Prob. 3.30PCh. 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. 3.36PCh. 3 - Prob. 3.37PCh. 3 - Prob. 3.38PCh. 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. 3.43PCh. 3 - 3.44 Rank the following compounds in order of...Ch. 3 - Prob. 3.45PCh. 3 - 3.46 Rank the following compounds in order of...Ch. 3 - 3.47 Which of the following molecules can hydrogen...Ch. 3 - 3.48 Explain why diethylether and have similar...Ch. 3 - Prob. 3.49PCh. 3 - 3.50 Predict the solubility of each of the...Ch. 3 - Prob. 3.51PCh. 3 - Prob. 3.52PCh. 3 - 3.53 THC is the active component in marijuana, and...Ch. 3 - Prob. 3.54PCh. 3 - Prob. 3.55PCh. 3 - 3.56 Label the electrophilic and nucleophilic...Ch. 3 - 3.57 By using only electron density arguments,...Ch. 3 - 3.58 The composition of a cell membrane is not...Ch. 3 - Prob. 3.59PCh. 3 - 3.60 Quinapril (trade name Accupril) is a drug...Ch. 3 - 3.61 Answer each question about oxycodone, a...Ch. 3 - Prob. 3.62PCh. 3 - Prob. 3.63PCh. 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
Similar questions
- 3. A solution of acetic acid and cyclohexanol was found to boil at 135°C (760 Torr). Which component is in greater concentration? Explain why.arrow_forwardArrange the structure on the image with regard to solubility in water. 1 being the least and 3 being the mostarrow_forwardWhich aqueous solution would you add to a mixture of aniline (structure on the left) and naphthalene to separate the compounds? NH2 O NAOH(aq) O HCI(aq) O NaBr(aq) О КОНaq)arrow_forward
- which one is immiscible with water: long chain alcohol or short chain alcoholarrow_forwardIf you add 1.00 g of benzoic acid to 10 mL of a 10% aqueous solution of sodium bicarbonate, is the amount of sodium bicarbonate present in the solution sufficient to react with all of the acid? What information led you to the answer to this question? Provide a short explanationarrow_forward8. Which of these two would you expect to be more soluble in water? Why? benzoic acid butanoic acid Which of these two would you expect to have the higher boiling point? Why? он Write “most" under the most basic compound. Write “least" under the least basic compound. NHz rN Hz - NHz -COC H3 -OCHSarrow_forward
- 1. Draw the molecular structure of polyvinyl alcohol in solid form. Describe the primary intermolecular forces that bind the polyvinyl alcohol molecules 2. Draw the molecular structure of polyvinyl alcohol in dissolved water. Describe the primary intermolecular forces at work in the solvation of polyvinyl alcohol. 3. What are the macroscopic physical properties that change as a result of adding borax solution to the solution of polyvinyl alcohol? explain these chnages 4. Draw the molecular structure of the polyvinyl alcohol molecules in the slime mixture. Describe the intermolecular forces that bind the polyvinyl alcohol molecules togetherarrow_forwardHow does a home water softener produce “soft” water?arrow_forwardWhich of the following will have the highest boiling point and lowest solubility in water? A OH OH HO B OH C HO D OH E compound C has the highest boiling point and lowest solubility in water compound E has the highest boiling point and compound C has the lowest solubility in water compound B has the highest boiling point and compound C has the lowest solubility in water compound D has the highest boiling point and compound E has the lowest solubility in water compound C has the highest boiling point and compound E has the lowest solubility in waterarrow_forward
- Arrange the following in terms of their likely miscibility in water. CH3-CH2-COOH ; CH3-CH2-CH2-COOH; CH3-(CH2)6-COOH ; CH3COOH ;arrow_forwardWhy is aspirin more soluble in vinegar than in water?arrow_forwardORGANIC COMPOUND USING SOLUBILITY. FILL OUT THIS TABLE SAMPLE WATER 5% NAHCO3 5% HCL 5% NAOH CONC H2SO4 ETHER LITMUS RED LITMUS BLUE CLASSIFICATION BENZOIC ACID BROMOBENZENE ETHYLENE GLYCOLarrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Chemistry: Principles and ReactionsChemistryISBN:9781305079373Author:William L. Masterton, Cecile N. HurleyPublisher:Cengage Learning
General, Organic, and Biological ChemistryChemistryISBN:9781285853918Author:H. Stephen StokerPublisher:Cengage Learning
Chemistry: The Molecular ScienceChemistryISBN:9781285199047Author:John W. Moore, Conrad L. StanitskiPublisher:Cengage Learning
Chemistry for Today: General, Organic, and Bioche...ChemistryISBN:9781305960060Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. HansenPublisher:Cengage Learning
Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
World of Chemistry, 3rd editionChemistryISBN:9781133109655Author:Steven S. Zumdahl, Susan L. Zumdahl, Donald J. DeCostePublisher:Brooks / Cole / Cengage Learning
Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning
General, Organic, and Biological Chemistry
Chemistry
ISBN:9781285853918
Author:H. Stephen Stoker
Publisher:Cengage Learning
Chemistry: The Molecular Science
Chemistry
ISBN:9781285199047
Author:John W. Moore, Conrad L. Stanitski
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
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning
World of Chemistry, 3rd edition
Chemistry
ISBN:9781133109655
Author:Steven S. Zumdahl, Susan L. Zumdahl, Donald J. DeCoste
Publisher:Brooks / Cole / Cengage Learning