
Organic Chemistry Plus Mastering Chemistry with Pearson eText -- Access Card Package (9th Edition) (New in Organic Chemistry)
9th Edition
ISBN: 9780321971128
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 7, Problem 7.74SP
Interpretation Introduction
Interpretation: The mechanism for the pinacol rearrangement is to be stated.
Concept introduction: The pinacol rearrangement is the rearrangement in which the dehydration of glycols in the presence of dehydrating acid results in the formation of an
To determine: The mechanism for the pinacol rearrangement.
Expert Solution & Answer

Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Predict the major products of the following organic reaction:
Some important notes:
Δ
CN
?
• Draw the major product, or products, of the reaction in the drawing area below.
• If there aren't any products, because no reaction will take place, check the box below the drawing area instead.
Be sure to use wedge and dash bonds when necessary, for example to distinguish between major products that are
enantiomers.
ONO reaction.
Click and drag to start drawing a structure.
The following product was made from diethyl ketone and what other reagent(s)?
£
HO
10
2-pentyne
1-butyne and NaNH2
☐ 1-propanol
☐ pyridine
butanal
☐ pentanoate
Which pair of reagents will form the given product?
OH
X
+
Y
a.
CH3
b.
CH2CH3
༧་་
C. CH3-
CH2CH3
d.o6.(རི॰
e.
CH3
OCH2CH3
-MgBr
f. CH3-MgBr
g. CH3CH2-MgBr
-C-CH3
CH2CH3
Chapter 7 Solutions
Organic Chemistry Plus Mastering Chemistry with Pearson eText -- Access Card Package (9th Edition) (New in Organic Chemistry)
Ch. 7.3A - Prob. 7.1PCh. 7.3A - Prob. 7.2PCh. 7.3B - Draw five more compounds of formula C4H6NOC1.Ch. 7.3B - For each of the following molecular formulas,...Ch. 7.4 - Give the systematic (IUPAC) names of the following...Ch. 7.5B - The following names are all incorrect. Draw the...Ch. 7.5B - Prob. 7.8PCh. 7.5B - a. How many stereogcmc double bonds are in...Ch. 7.6 - Teflon-coated frying pans routinely endure...Ch. 7.7B - Prob. 7.11P
Ch. 7.8B - Use the data in Table7-2 to predict the energy...Ch. 7.8C - Prob. 7.13PCh. 7.8E - Explain why each of the following alkenes is...Ch. 7.8F - Prob. 7.15PCh. 7.10 - Prob. 7.16PCh. 7.10A - SN1 substitution and E1 elimination frequently...Ch. 7.10C - Prob. 7.18PCh. 7.10C - Prob. 7.19PCh. 7.10C - Prob. 7.20PCh. 7.11 - Prob. 7.21PCh. 7.11 - Prob. 7.22PCh. 7.12 - Prob. 7.23PCh. 7.12 - Prob. 7.24PCh. 7.13 - Prob. 7.25PCh. 7.14B - Prob. 7.26PCh. 7.14B - Make models of the blowing compounds, and predict...Ch. 7.15 - Prob. 7.28PCh. 7.15 - Prob. 7.29PCh. 7.15 - Prob. 7.30PCh. 7.15 - Prob. 7.31PCh. 7.16 - Predict the major and minor elimination products...Ch. 7.17B - Predict the products and mechanisms of the...Ch. 7.18 - Propose mechanisms for the following reactions.Ch. 7.18 - Prob. 7.35PCh. 7.19B - The dehydrogenation of butane to trans-but-2-ene...Ch. 7.19B - Prob. 7.37PCh. 7.19B - Prob. 7.38PCh. 7.19B - Prob. 7.39PCh. 7 - Prob. 7.40SPCh. 7 - Prob. 7.41SPCh. 7 - Prob. 7.42SPCh. 7 - Prob. 7.43SPCh. 7 - Prob. 7.44SPCh. 7 - Prob. 7.45SPCh. 7 - Prob. 7.46SPCh. 7 - The energy difference between cis- and...Ch. 7 - Prob. 7.48SPCh. 7 - Prob. 7.49SPCh. 7 - Prob. 7.50SPCh. 7 - What halides would undergo E2 dehydrohalogenation...Ch. 7 - Prob. 7.52SPCh. 7 - Prob. 7.53SPCh. 7 - Write a balanced equation for each reaction,...Ch. 7 - Prob. 7.55SPCh. 7 - Using cyclohexane as your starting material, show...Ch. 7 - Show how you would prepare cyclopentene from each...Ch. 7 - Prob. 7.58SPCh. 7 - E1 eliminations of alkyl halides are rarely useful...Ch. 7 - Prob. 7.60SPCh. 7 - Propose mechanisms for the following reactions....Ch. 7 - Prob. 7.62SPCh. 7 - Prob. 7.63SPCh. 7 - Prob. 7.64SPCh. 7 - Prob. 7.65SPCh. 7 - Prob. 7.66SPCh. 7 - Prob. 7.67SPCh. 7 - Prob. 7.68SPCh. 7 - Prob. 7.69SPCh. 7 - Explain the dramatic difference in rotational...Ch. 7 - One of the following dichloronorbornanes undergoes...Ch. 7 - A graduate student wanted to make...Ch. 7 - Prob. 7.73SPCh. 7 - Prob. 7.74SPCh. 7 - Prob. 7.75SPCh. 7 - Prob. 7.76SP
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
- Question 3 What best describes the product of the following reaction? 1. CH3CH2MgBr (2 eq) 2. H a new stereocenter will not be formed a new stereocenter will be formed an alkyl halide will result an alkane will result an aromatic compound will result 1 ptsarrow_forwardRank the following from most to least reactive toward nucleophilic attack. 1. [Select] [Select] 2. Acyl halide Aldehyde 3. Carboxylate ion 4. Carboxylic acid Ketone 5. [Select]arrow_forwardQuestion 10 1 pts Which of the following is the most accurate nomenclature? 1-hydroxy-1-methyldecane-4,7-dione 2-hydroxy-2-methyldecane-5,8-dione 4,6-dioxo-2-methyldecane-2-ol 9-hydroxy-9-methyldecane-3,6-dione 8-hydroxy-8-methylnonane-3,6-dione OHarrow_forward
- Could you please explain whether my thinking is correct or incorrect regarding how I solved it? Please point out any mistakes in detail, with illustrations if needed.arrow_forwardWhat are the most proper reagents to achieve these products? سد 1. 2. OH ○ 1. BrMgC6H6; 2. H+ ○ 1. BrMgCH2CH2CH2CH2CH3; 2. H+ O 1. CH3CH2CHO; 2. H+ O 1. BrMgCH2CH3; 2. H+arrow_forwardProvide the IUPAC (systematic) name only for the following compound. Dashes, commas, and spaces must be correct. Harrow_forward
- Please use the nernst equation to genereate the Ion Selective Electrode Analysis standard curve within my excel spread sheet. Nernst Equation: E = Eo + m (ln a) Link: https://mnscu-my.sharepoint.com/:x:/g/personal/vi2163ss_go_minnstate_edu/EaREe1-PfGNKq1Cbink6kkYB5lBy05hEaE3mbGPUb22S6w?rtime=zQaSX3xY3Ugarrow_forwarda) b) c) H NaOH heat, dehydration + KOH heat, dehydration NaOH + (CH3)3CCHO heat, dehydration Pharrow_forwardshow mechanismarrow_forward
- Please draw by handarrow_forward3. Predict the major product and give a mechanism for the following reactions: (CH3)3COH/H₂SO4 a) b) NC CH₂O c) LOCH, (CH3)3COH/H2SO4 H,SO -OHarrow_forwardIndicate if the aldehyde shown reacts with the provided nucleophiles in acid or base conditions. a NaBH4 be Li eli -NH2 P(Ph3) f KCN g OH excess h CH3OH i NaCHCCH3arrow_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 Learning


Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
Lipids - Fatty Acids, Triglycerides, Phospholipids, Terpenes, Waxes, Eicosanoids; Author: The Organic Chemistry Tutor;https://www.youtube.com/watch?v=7dmoH5dAvpY;License: Standard YouTube License, CC-BY