Organic Chemistry, Binder Ready Version
2nd Edition
ISBN: 9781118454312
Author: David R. Klein
Publisher: WILEY
expand_more
expand_more
format_list_bulleted
Question
Chapter 1.12, Problem 33ATS
Interpretation Introduction
Interpretation: For the given set of compounds, the compound with higher boiling point has to be identified.
Concept Introduction: The boiling points for the given set of compounds will be identified by knowing dipole-dipole interactions, hydrogen bonding, number of carbon atoms and extent of branching within the given set of compounds.
A dipole-dipole interaction is the attraction between two polar molecules. When they approach each other, the negative end one molecule attracts the positive end of the other.
The interaction between highly electronegative atom and hydrogen atom is called hydrogen bonding. Electronegative atom should have lone pair of electrons to form hydrogen bonding. It is the process of interaction only i.e., no bond formation is involved.
Boiling points can be distinguished by the molecular weight of the compounds. It is based on the number of heavier atoms involved in bond formation. Linear or branching manner can also involve in the determination of boiling points. The compound with less branching structure has more boiling points and vice versa.
To find: Arrange the given compounds in the order of increasing boiling point
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Answer
2. Provide a clear arrow-pushing mechanism for the following reactions. Do not skip proton
transfers, do not combine steps, and make sure your arrows are clear enough to be interpreted
without ambiguity.
a.
CH3
Ph
OEt
هد
Ph
CH3
Hint: the species on the left is an ynolate, which behaves a lot like an enolate.
b.
CH3
H3C
CH3
CH3
H3C
an unexpected product,
containing a single 9-
membered ring
the expected product,
containing two fused rings
H3C-I
(H3C)2CuLi
an enolate
Chapter 1 Solutions
Organic Chemistry, Binder Ready Version
Ch. 1.2 - Prob. 1LTSCh. 1.2 - Prob. 1PTSCh. 1.2 - Prob. 2ATSCh. 1.2 - Prob. 3ATSCh. 1.2 - Prob. 4ATSCh. 1.3 - Prob. 2LTSCh. 1.3 - Prob. 5PTSCh. 1.3 - Prob. 6ATSCh. 1.3 - Prob. 7ATSCh. 1.3 - Prob. 8ATS
Ch. 1.3 - Prob. 9ATSCh. 1.3 - Prob. 3LTSCh. 1.3 - Prob. 10PTSCh. 1.3 - Prob. 11ATSCh. 1.3 - Prob. 12ATSCh. 1.4 - Prob. 4LTSCh. 1.4 - Prob. 13PTSCh. 1.4 - Prob. 14ATSCh. 1.5 - Prob. 5LTSCh. 1.5 - Prob. 15PTSCh. 1.5 - Prob. 16ATSCh. 1.6 - Prob. 6LTSCh. 1.6 - Prob. 17PTSCh. 1.6 - Prob. 18ATSCh. 1.9 - Prob. 19CCCh. 1.9 - Prob. 20CCCh. 1.9 - Prob. 21CCCh. 1.9 - Prob. 7LTSCh. 1.9 - Prob. 22PTSCh. 1.9 - Prob. 23ATSCh. 1.9 - Prob. 24CCCh. 1.10 - Prob. 8LTSCh. 1.10 - Prob. 25PTSCh. 1.10 - Prob. 26PTSCh. 1.10 - Prob. 27ATSCh. 1.10 - Prob. 28ATSCh. 1.11 - Prob. 9LTSCh. 1.11 - Prob. 29PTSCh. 1.11 - Prob. 30ATSCh. 1.11 - Prob. 31ATSCh. 1.12 - Prob. 10LTSCh. 1.12 - Prob. 32PTSCh. 1.12 - Prob. 33ATSCh. 1 - Prob. 34PPCh. 1 - Prob. 35PPCh. 1 - Prob. 36PPCh. 1 - Prob. 37PPCh. 1 - Prob. 38PPCh. 1 - Prob. 39PPCh. 1 - Prob. 40PPCh. 1 - Prob. 41PPCh. 1 - Prob. 42PPCh. 1 - Prob. 43PPCh. 1 - Prob. 44PPCh. 1 - Prob. 45PPCh. 1 - Prob. 46PPCh. 1 - Prob. 47PPCh. 1 - Prob. 48PPCh. 1 - Prob. 49PPCh. 1 - Prob. 50PPCh. 1 - Prob. 51PPCh. 1 - Prob. 52PPCh. 1 - Prob. 53PPCh. 1 - Prob. 54PPCh. 1 - Prob. 55PPCh. 1 - Prob. 56PPCh. 1 - Prob. 57PPCh. 1 - Prob. 58PPCh. 1 - Prob. 59PPCh. 1 - Prob. 60PPCh. 1 - Prob. 61PPCh. 1 - Prob. 62PPCh. 1 - Prob. 63IPCh. 1 - Prob. 67IPCh. 1 - Prob. 68IPCh. 1 - Prob. 69IPCh. 1 - Prob. 70CPCh. 1 - Prob. 71CPCh. 1 - Prob. 72CPCh. 1 - Prob. 73CPCh. 1 - Prob. 74CPCh. 1 - Prob. 75CPCh. 1 - Prob. 76CPCh. 1 - Prob. 77CP
Knowledge Booster
Similar questions
- b. H3C CH3 1. 2. H3O+ H3C MgBr H3Carrow_forwardPredict the major products of this reaction: excess H+ NaOH ? A Note that the first reactant is used in excess, that is, there is much more of the first reactant than the second. If there won't be any products, just check the box under the drawing area instead. Explanation Check Click and drag to start drawing a structure. © 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use Privarrow_forward1. For each of the reaction "railroads" below, you are either asked to give the structure(s) of the starting material(s) or product(s), or provide reagents/conditions to accomplish the transformation, as indicated by the boxes. a. NaOMe H+ .CO,H HO₂C MeOH (excess) MeOH H3C Br يع CH3 1. LiAlH4 2. H3O+ 3. PBг3 H3C 1. Et-Li 2. H3O+ -CO₂Me -CO₂Me OH CH3 CH3 ল CH3arrow_forward
- Predict the intermediate 1 and final product 2 of this organic reaction: NaOMe ག1, ད།་, - + H You can draw 1 and 2 in any arrangement you like. 2 work up Note: if either 1 or 2 consists of a pair of enantiomers, just draw one structure using line bonds instead of 3D (dash and wedge) bonds at the chiral center. Explanation Check Click and drag to start drawing a structure. Х © 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use | Parrow_forwardWhat is the total energy cost associated with the compound below adopting the shown conformation? CH3 HH DH CH3arrow_forwardΗΝ, Draw Final Product C cyclohexanone pH 4-5 Edit Enamine H3O+ CH3CH2Br THF, reflux H Edit Iminium Ionarrow_forward
- How many hydrogen atoms are connected to the indicated carbon atom?arrow_forwardIdentify the compound with the longest carbon - nitrogen bond. O CH3CH2CH=NH O CH3CH2NH2 CH3CH2C=N CH3CH=NCH 3 The length of all the carbon-nitrogen bonds are the samearrow_forwardIdentify any polar covalent bonds in epichlorohydrin with S+ and 8- symbols in the appropriate locations. Choose the correct answer below. Η H's+ 6Η Η Η Η Η Ηδ Η Ο Ο HH +Η Η +Η Η Η -8+ CIarrow_forward
- H H:O::::H H H HH H::O:D:D:H HH HH H:O:D:D:H .. HH H:O:D:D:H H H Select the correct Lewis dot structure for the following compound: CH3CH2OHarrow_forwardRank the following compounds in order of decreasing boiling point. ннннн -С-С-Н . н-с- ННННН H ΗΤΗ НННН TTTĪ н-с-с-с-с-о-н НННН НН C' Н н-с-с-с-с-н НН || Ш НННН H-C-C-C-C-N-H ННННН IVarrow_forwardRank the following compounds in order of decreasing dipole moment. |>||>||| ||>|||>| |>|||>|| |||>||>| O ||>>||| H F H F H c=c || H c=c F F IIIarrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
ChemistryChemistryISBN:9781305957404Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCostePublisher:Cengage Learning
ChemistryChemistryISBN:9781259911156Author:Raymond Chang Dr., Jason Overby ProfessorPublisher:McGraw-Hill Education
Principles of Instrumental AnalysisChemistryISBN:9781305577213Author:Douglas A. Skoog, F. James Holler, Stanley R. CrouchPublisher:Cengage Learning
Organic ChemistryChemistryISBN:9780078021558Author:Janice Gorzynski Smith Dr.Publisher:McGraw-Hill Education
Chemistry: Principles and ReactionsChemistryISBN:9781305079373Author:William L. Masterton, Cecile N. HurleyPublisher:Cengage Learning
Elementary Principles of Chemical Processes, Bind...ChemistryISBN:9781118431221Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. BullardPublisher:WILEY
Chemistry
Chemistry
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning
Chemistry
Chemistry
ISBN:9781259911156
Author:Raymond Chang Dr., Jason Overby Professor
Publisher:McGraw-Hill Education
Principles of Instrumental Analysis
Chemistry
ISBN:9781305577213
Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9780078021558
Author:Janice Gorzynski Smith Dr.
Publisher:McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning
Elementary Principles of Chemical Processes, Bind...
Chemistry
ISBN:9781118431221
Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:WILEY