Organic Chemistry
4th Edition
ISBN: 9780073402772
Author: Janice G. Smith
Publisher: MCG
expand_more
expand_more
format_list_bulleted
Question
Chapter 22, Problem 22.6P
Interpretation Introduction
Interpretation:
The reason for the higher boiling point of
Concept introduction:
Boiling point of a compound depends significantly on the types of forces operating in the molecule. These forces majorly involve Van der Waal interactions, dipole-dipole interactions, and hydrogen bonding interactions.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solutionStudents have asked these similar questions
Aspirin has a higher molar mass compared to salicylic acid, however aspirin melts at a lower temperature than salicylic acid. Provide a brief explanation for this
observation.
Table 1
Compound:
Formula:
Salicylic Acid
C;H6O3
Aspirin
C9H3O4
Molar Mass:
138.12
Melting point:
Ka
158-160°C
1.08 x 10³
180.15
140-142°C
2.72 x 10$
pKa
Solubility (g/100ML)
2.99
4.57
0.18
0.25
What mass of water must be used to make 1.500 kg of 3.000 % ethanol?
Select the compound with the highest boiling point.
1
II
OI
O ll
Chapter 22 Solutions
Organic Chemistry
Ch. 22 - Prob. 22.1PCh. 22 - Draw the three possible resonance structures for...Ch. 22 - Prob. 22.3PCh. 22 - Give an IUPAC or common name for each compound.Ch. 22 - Problem 22.5 Draw the structure corresponding to...Ch. 22 - Prob. 22.6PCh. 22 - How would the compounds in each pair differ in...Ch. 22 - Problem 22.8 Deduce the structures of compounds ...Ch. 22 - Prob. 22.9PCh. 22 - Rank the compounds in each group in order of...
Ch. 22 - Prob. 22.11PCh. 22 - Prob. 22.12PCh. 22 - Prob. 22.13PCh. 22 - Prob. 22.14PCh. 22 - Problem 22.15 Draw the products of each...Ch. 22 - Problem 22.16 Draw the products of each reaction.
...Ch. 22 - Prob. 22.17PCh. 22 - Problem 22.18 Draw a stepwise mechanism for the...Ch. 22 - Prob. 22.19PCh. 22 - Problem 22.20 Fenofibrate is a...Ch. 22 - Problem 22.21 What product is formed when the...Ch. 22 - How would you synthesize olestra from sucrose?
Ch. 22 - What is the composition of the soap prepared by...Ch. 22 - Problem 22.24 Draw a stepwise mechanism for the...Ch. 22 - Prob. 22.25PCh. 22 - Problem 22.26 Some penicillins cannot be...Ch. 22 - Prob. 22.27PCh. 22 - Prob. 22.28PCh. 22 - Prob. 22.29PCh. 22 - Problem 22.30 Glucosamine is a dietry supplement...Ch. 22 - Draw the products of each reaction. a. c. b.Ch. 22 - Draw a tautomer of each compound.Ch. 22 - Draw the product of each reaction. a.b.Ch. 22 - Draw the product of each reaction. a. b.Ch. 22 - Prob. 22.35PCh. 22 - Problem 22.36 Outline two different ways that can...Ch. 22 - 22.37 Rank the following compounds in order of...Ch. 22 - Prob. 22.38PCh. 22 - Prob. 22.39PCh. 22 - Prob. 22.40PCh. 22 - Give thestructure corresponding to each name. a....Ch. 22 - Prob. 22.42PCh. 22 - Prob. 22.43PCh. 22 - 22.43 Explain why is a stronger acid and a weaker...Ch. 22 - Draw the product formed when pentanoyl chloride...Ch. 22 - Draw the product formed when pentanoic anhydride...Ch. 22 - Draw the product formed when phenylacetic acid is...Ch. 22 - Prob. 22.48PCh. 22 - Prob. 22.49PCh. 22 - Draw the product formed when phenylacetonitrile ...Ch. 22 - Prob. 22.51PCh. 22 - Prob. 22.52PCh. 22 - Prob. 22.53PCh. 22 - Prob. 22.54PCh. 22 - Prob. 22.55PCh. 22 - Prob. 22.56PCh. 22 - Draw a stepwise mechanism for each reaction. a. b.Ch. 22 - When acetic acid CH3COOH is treated with a trace...Ch. 22 - Prob. 22.59PCh. 22 - Prob. 22.60PCh. 22 - Prob. 22.61PCh. 22 - Prob. 22.62PCh. 22 - Prob. 22.63PCh. 22 - Draw a stepwise mechanism for the following...Ch. 22 - 22.63 Acid-catalyzed hydrolysis of forms compound...Ch. 22 - Prob. 22.66PCh. 22 - Devise a synthesis of each compound using...Ch. 22 - Convert 1-bromohexane (CH3CH2CH2CH2CH2CH2Br) into...Ch. 22 - Prob. 22.69PCh. 22 - Prob. 22.70PCh. 22 - Prob. 22.71PCh. 22 - Prob. 22.72PCh. 22 - Prob. 22.73PCh. 22 - Prob. 22.74PCh. 22 - Devise a synthesis of each labeled compound using...Ch. 22 - 22.70 What polyester or poly amide can be prepared...Ch. 22 - 22.71 What two monomers are needed to prepare each...Ch. 22 - Prob. 22.78PCh. 22 - How can IR spectroscopy be used to distinguish...Ch. 22 - Rank the compounds in each group in order of...Ch. 22 - 22.75 Identify the structures of each compound...Ch. 22 - 22.76 Identify the structures of A and B, isomers...Ch. 22 - Prob. 22.83PCh. 22 - 22.78 Identify the structure of compound C...Ch. 22 - 22.79 Identify the structures of D and E, isomers...Ch. 22 - 22.80 With reference to amides A and B, the...Ch. 22 - Prob. 22.87PCh. 22 - Prob. 22.88PCh. 22 - Prob. 22.89PCh. 22 - Draw a stepwise mechanism for the following...Ch. 22 - Draw a stepwise mechanism for the following...
Knowledge Booster
Similar questions
- Acetone [(CH3)2CO] is widely used as an industrial solvent.(a) Draw the Lewis structure for the acetone molecule andpredict the geometry around each carbon atom. (b) Is theacetone molecule polar or nonpolar? (c) What kinds ofintermolecular attractive forces exist between acetone molecules?(d) 1-Propanol (CH3CH2CH2OH) has a molecularweight that is very similar to that of acetone, yet acetoneboils at 56.5 °C and 1-propanol boils at 97.2 °C. Explain thedifference.arrow_forwardUpon heating 125g MgSO4 · 7H2O : (a) How many grams of water can be obtained ? (b) How many grams of anhydrous compound can be obtained ?arrow_forwardArrange the following substances in order of increasing total intermolecular forces between their molecules. ○ | < 1 < ||| OI< | < | ○ | < | < 1 O # < 1< || O | < | < 1 Ol< | < | I OH 11 111 OHarrow_forward
- hat is meant by the term driving forces? Why are mailer spread and energy spread considered to be driving forces?arrow_forward(a) (b) (c) Br Br Nal acetone NaCN NaSCH 3arrow_forwardConsider the melting points of the substances below (see figures for two compounds). Explain the trend in melting point using your knowledge of intermolecular forces. (In the structures below, carbon is black, hydrogen is white, and oxygen is red.) Substance Melting Point (°C) Molar Mass (g/mol) Cl2 −102 71 Ethyl formate (CH3CH2OCHO) −80 74 Propionic acid (CH3CH2COOH) −20 74 Br2 −7.2 160arrow_forward
- 2. Substances that contain hydrogen carbonate ions (HCO3") always form soluble compounds. This implies that the 1) energy needed to break apart the ionic solid is less than other substances. 2) covalent bonds are greater in the ammonium compound compared to other substances. 3) energy needed to break apart the ionic solid is greater than other substances. 4) covalent bonds are weaker in the ammonium compound compared to other substancesarrow_forwardHow many amino acids in this peptide has a sidechain that is polar? HO CH3 CH3 N. Gly Ser Gly Ala Gly Ala 1 3 2 O 24arrow_forwardRank the elements or compounds in the table below in decreasing order of their boiling points. That is, choose 1 next to the substance with the highest boiling point, choose 2 next to the substance with the next highest boiling point, and so on. (1 highest, 4 lowest)arrow_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 LearningChemistryChemistryISBN:9781305957404Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCostePublisher:Cengage LearningChemistry: An Atoms First ApproachChemistryISBN:9781305079243Author:Steven S. Zumdahl, Susan A. ZumdahlPublisher:Cengage Learning
- Introduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage LearningIntroductory Chemistry: A FoundationChemistryISBN:9781337399425Author:Steven S. Zumdahl, Donald J. DeCostePublisher:Cengage Learning
Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning
Chemistry
Chemistry
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning
Chemistry: An Atoms First Approach
Chemistry
ISBN:9781305079243
Author:Steven S. Zumdahl, Susan A. Zumdahl
Publisher: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
Introductory Chemistry: A Foundation
Chemistry
ISBN:9781337399425
Author:Steven S. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning