Organic Chemistry - Standalone book
10th Edition
ISBN: 9780073511214
Author: Francis A Carey Dr., Robert M. Giuliano
Publisher: McGraw-Hill Education
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 16, Problem 47DSP
Interpretation Introduction
Interpretation:
The product formed in the given reaction is to be identified.
Concept Introduction:
During pinacol re-arrangement, a
The loss of hydroxyl group produces initial carbocation. The initial carbocation results in the most stable carbocation.
In the next step, the water molecule departs, and a methylene group that is anti from the adjacent carbon atom migrates to its position.
A new carbocation is created, where the hydroxyl group is attached to the carbon bearing the positive charge.
The unshared electrons pair on this hydroxyl group stabilizes the carbocation.
The final step is the formation of a carbonyl group and abstraction of a proton from the oxygen atom.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solutionStudents have asked these similar questions
7. What is the IUPAC name of the following compound?
A) (R)-1-oxo-2-butanol
C) (R)-2-hydroxybutanal
E) (S)-1-formyl-1-propanol
B) (S)-1-oxo-2-butanol
D) (S)-2-hydroxybutanal
OH
H
Cual es la formula semidesarrollada del 3-metil-1-butino?
2. A graph shown below shows first ionization energies for elements from H to Ne.
First ionization energy/kJ mol
2500
2000
1500
1000
500
T
T
T
T
1
2
3
5
6
7
8
9
10
Atomic number
a) Using arguments of electronic structure, explain why ionization energy of Li is much
lower than that of H.
(2 points)
then dips at O.
b) Using the same arguments, explain why ionization energy increases from B to N, and
(3 points)
Chapter 16 Solutions
Organic Chemistry - Standalone book
Ch. 16.2 - Prob. 1PCh. 16.2 - Prob. 2PCh. 16.4 - Prob. 3PCh. 16.5 - Prob. 4PCh. 16.5 - Give the structures, including stereochemistry,...Ch. 16.5 - Prob. 6PCh. 16.7 - Prob. 7PCh. 16.8 - Prob. 8PCh. 16.8 - Prob. 9PCh. 16.9 - Predict the principal organic product of each of...
Ch. 16.9 - Prob. 11PCh. 16.10 - Prob. 12PCh. 16.11 - Prob. 13PCh. 16.12 - Prob. 14PCh. 16.12 - Prob. 15PCh. 16 - Write chemical equations, showing all necessary...Ch. 16 - Write chemical equations, showing all necessary...Ch. 16 - Which of the isomeric C5H12O alcohols can be...Ch. 16 - Prob. 19PCh. 16 - Write equations showing how 1-phenylethanol could...Ch. 16 - Write equations showing how 2-phenylethanol could...Ch. 16 - Prob. 22PCh. 16 - Show how each of the following compounds can be...Ch. 16 - Prob. 24PCh. 16 - Write the structure of the principal organic...Ch. 16 - Prob. 26PCh. 16 - Prob. 27PCh. 16 - Prob. 28PCh. 16 - Prob. 29PCh. 16 - Prob. 30PCh. 16 - (a) The cis isomer of 3-hexen-1-ol...Ch. 16 - Prob. 32PCh. 16 - Complete each of the following equations by...Ch. 16 - Prob. 34PCh. 16 - Prob. 35PCh. 16 - A diol (C8H18O2) does not react with periodic...Ch. 16 - Identify the compound C8H10O on the basis of its...Ch. 16 - dentify each of the following C4H10O isomers on...Ch. 16 - Prob. 39PCh. 16 - A compound C6H14O has the spectrum shown in Figure...Ch. 16 - Prob. 41DSPCh. 16 - Prob. 42DSPCh. 16 - Prob. 43DSPCh. 16 - Prob. 44DSPCh. 16 - Prob. 45DSPCh. 16 - Prob. 46DSPCh. 16 - Prob. 47DSP
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
- Give the name of this compound, including stereochemistry if relevant: CICH2 CH3 Br CH₂CH=CH2 Write in the product, including stereochemistry where relevant, for these reactions. See end of ch. 8, p. 301-303. 1. 03 a) 2-methyl-2-pentene -> 2. Zn, H* Br2 b) 1-ethylcyclopentene -->arrow_forwardNonearrow_forward3. You may want to read paragraph 1.5 in your textbook before answering this question. Give electron configuration (short-hand notation is fine) for: (5 points) 3+ a) Manganese atom and Mn³+ b) Se atom c) Cu atom and Cu+arrow_forward
- However, why are intermolecular forces in metallic and ionic compounds not discussed as extensively? Additionally, what specific types of intermolecular attractions exist in metals and ionic compoundsarrow_forwardWhat is the preparation of 1 Liter of 0.1M NH4Cl buffer at pH 9.0 with solid NH4Cl and 0.1M NaOH. How would I calculate the math to describe this preparation? How would I use Henderson-Hasselbach equation?arrow_forwardC Predict the major products of this organic reaction. Be sure you use wedge and dash bonds when necessary, for example to distinguish between major products with different stereochemistry. : ☐ + x G C RCO₂H Click and drag to start drawing a structure.arrow_forward
- Fill in the blanks by selecting the appropriate term from below: For a process that is non-spontaneous and that favors products at equilibrium, we know that a) ΔrG∘ΔrG∘ _________, b) ΔunivSΔunivS _________, c) ΔsysSΔsysS _________, and d) ΔrH∘ΔrH∘ _________.arrow_forwardHighest occupied molecular orbital Lowest unoccupied molecular orbital Label all nodes and regions of highest and lowest electron density for both orbitals.arrow_forwardRelative Intensity Part VI. consider the multi-step reaction below for compounds A, B, and C. These compounds were subjected to mass spectrometric analysis and the following spectra for A, B, and C was obtained. Draw the structure of B and C and match all three compounds to the correct spectra. Relative Intensity Relative Intensity 20 NaоH 0103 Br (B) H2504 → (c) (A) 100- MS-NU-0547 80 40 20 31 10 20 100- MS2016-05353CM 80 60 100 MS-NJ-09-3 80 60 40 20 45 J.L 80 S1 84 M+ absent राग 135 137 S2 62 164 166 11 S3 25 50 75 100 125 150 175 m/zarrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage LearningOrganic And Biological ChemistryChemistryISBN:9781305081079Author:STOKER, H. Stephen (howard Stephen)Publisher:Cengage Learning,
- General, Organic, and Biological ChemistryChemistryISBN:9781285853918Author:H. Stephen StokerPublisher:Cengage LearningMacroscale and Microscale Organic ExperimentsChemistryISBN:9781305577190Author:Kenneth L. Williamson, Katherine M. MastersPublisher:Brooks Cole
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: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
Macroscale and Microscale Organic Experiments
Chemistry
ISBN:9781305577190
Author:Kenneth L. Williamson, Katherine M. Masters
Publisher:Brooks Cole
Alcohols, Ethers, and Epoxides: Crash Course Organic Chemistry #24; Author: Crash Course;https://www.youtube.com/watch?v=j04zMFwDeDU;License: Standard YouTube License, CC-BY