ORGANIC CHEMISTRY
5th Edition
ISBN: 9781259977596
Author: SMITH
Publisher: MCG
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 3, Problem 3.20P
Interpretation Introduction
(a)
Interpretation: The
Concept introduction: Functional groups are specific substituents present in the molecule that is responsible for the characteristic
Interpretation Introduction
(b)
Interpretation: The site at which pantothenic acid can form hydrogen bond to water molecule is to be predicted.
Concept introduction: Hydrogen bonding is the strongest intermolecular forces present between the substances. A hydrogen atom participates in hydrogen bonding if it is bonded to an electronegative atom like fluorine, oxygen or nitrogen.
Interpretation Introduction
(c)
Interpretation: The solubility of pantothenic acid in water is to be predicted.
Concept introduction: The general rule of solubility is like dissolves like, in other words, polar compounds dissolve in polar solvents, and non-polar compounds dissolve in non-polar solvents.
The polar solvent such as water has partial
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
(a) Identify the functional groups in salinosporamide A, an anticanceragent isolated from marine sediment. (b) Classify each alcohol, alkylhalide, amide, and amine as 1°, 2°, or 3°.
Compounds that contain an N-H group associate by hydrogen bonding.
(a) Do you expect this association to be stronger or weaker than that of compounds containing an O-H group?
(b) Based on your answer to part (a), which would you predict to have the higher boiling point, 1-butanol or 1-butanamine?
(a) Draw the structures for the eight constitutional isomers of molecular formula C 4H 11N. (b) Give the systematic name for each amine. (c) Identify the chirality center present in one of the amines.
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
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
- Draw the structure of a compound of molecular formula C 9H 11NO that contains a benzene ring and a: (a) 1 ° amide; (b) 2 ° amide; (c) 3 ° amide.arrow_forwardQuestion -S1arrow_forwardBile salts are derivative of cholestrol. However, the solubilities of these compounds in water are drastically different; cholestrol is highly hydrophobic, and the bile salts are soluble in digestive juices. Explain the differences.arrow_forward
- Certain omega-3 fatty acids can be found only in animal sources, such as fatty fish. Two of these are eicosapentaenoic acid (EPA) [20:5] and docosahexaenoic acid (DHA) [22:6], both of which are ω-3 fatty acids. DHA has been shown to be important in healthy brain development, so it has recently been added to infant formulas. Breast milk is rich in DHA as long as the mother maintains a healthy diet that includes fish. Draw skeletal structures of the fatty acids EPA and DHA.arrow_forward(a) Draw a skeletal structure of the anabolic steroid 4-androstene-3,17-dione, also called "andro," from the following description. Andro contains the tetracyclic steroid skeieton with carbonyl groups at C3 and C17, a double bond between C4 and C5, and methyl groups bonded to C10 and C13. (b) Add wedges and dashes for all stereogenic centers with the following information: the configuration at C10 is R, the configuration at C13 is S, and all substituents at ring fusions are trans to each other.arrow_forwardPropylamine (bp 48°C), ethylmethylamine (bp 37°C), and trimethylamine (bp 3°C) are constitutional isomers with the molecular formula C3H9N. Account for the fact that trimethylamine has the lowest boiling point of the three and propylamine has the highest.arrow_forward
- Draw the structure of a compound of molecular formula C4H11NO that fits each description: (a) a compound that contains a 1° amine and a 3° alcohol; (b) a compound that contains a 3° amine and a 1° alcohol.arrow_forwardEthyl butyrate, CH3CH2CH2CO2CH2CH3CH3CH2CH2CO2CH2CH3, is an artificial fruit flavor commonly used in the food industry for such flavors as orange and pineapple. Its fragrance and taste are often associated with fresh orange juice, and thus it is most commonly used as orange flavoring. It can be produced by the reaction of butanoic acid with ethanol in the presence of an acid catalyst (H+H+): CH3CH2CH2CO2H(l)+CH2CH3OH(l)H+⟶CH3CH2CH2CO2CH2CH3(l)+H2O(l) Part A Given 7.30 gg of butanoic acid and excess ethanol, how many grams of ethyl butyrate would be synthesized, assuming a complete 100%% yield? Express your answer in grams to three significant figures. Part B A chemist ran the reaction and obtained 5.95 gg of ethyl butyrate. What was the percent yield? Express your answer as a percent to three significant figures. Part C The chemist discovers a more efficient catalyst that can produce ethyl butyrate with a 78.0%% yield. How many grams would be produced from 7.30 gg of…arrow_forwardEthyl butyrate, CH3CH2CH2CO2CH2CH3CH3CH2CH2CO2CH2CH3, is an artificial fruit flavor commonly used in the food industry for such flavors as orange and pineapple. Its fragrance and taste are often associated with fresh orange juice, and thus it is most commonly used as orange flavoring. It can be produced by the reaction of butanoic acid with ethanol in the presence of an acid catalyst (H+H+): CH3CH2CH2CO2H(l)+CH2CH3OH(l)H+⟶CH3CH2CH2CO2CH2CH3(l)+H2O(l) Given 8.45 gg of butanoic acid and excess ethanol, how many grams of ethyl butyrate would be synthesized, assuming a complete 100%% yield? Express your answer in grams to three significant figures. A chemist ran the reaction and obtained 5.50 gg of ethyl butyrate. What was the percent yield? Express your answer as a percent to three significant figures. The chemist discovers a more efficient catalyst that can produce ethyl butyrate with a 78.0%% yield. How many grams would be produced from 8.45 gg of butanoic acid and excess…arrow_forward
- Which of the following molecules (1) (2) CH,0-ČCH,CH, CH,CH,CH (3) О—С—Он (4) OH CH,CHCH,CH, (5) CH,-NH would: neutralize NaOH neutralize HCI yields an alcohol and an organic acid when hydrolyzed is easily oxidized to an acid would be classifed as aromatic could be oxidized to give a ketonearrow_forwardCompound X and compound Y are constitutional isomers with the molecular formula C5H10. Compound X possesses a carbon-carbon double bond in the trans configuration, while compound Y possesses a carbon-carbon double bond that is not stereoisomeric: Draw the structure of compound X. Draw Your Solutionarrow_forwardDraw a scheme separating an amine of p-bromoaniline from p-dimethoxybenzenearrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Introduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage Learning
Chemistry: Principles and ReactionsChemistryISBN:9781305079373Author:William L. Masterton, Cecile N. HurleyPublisher:Cengage Learning
Chemistry & Chemical ReactivityChemistryISBN:9781337399074Author:John C. Kotz, Paul M. Treichel, John Townsend, David TreichelPublisher:Cengage Learning
Chemistry & Chemical ReactivityChemistryISBN:9781133949640Author:John C. Kotz, Paul M. Treichel, John Townsend, David TreichelPublisher:Cengage Learning
Chemistry for Today: General, Organic, and Bioche...ChemistryISBN:9781305960060Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. HansenPublisher:Cengage Learning
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
Introduction to General, Organic and Biochemistry
Chemistry
ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:Cengage Learning
Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning
Chemistry & Chemical Reactivity
Chemistry
ISBN:9781337399074
Author:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Publisher:Cengage Learning
Chemistry & Chemical Reactivity
Chemistry
ISBN:9781133949640
Author:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
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
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning