ORGANIC CHEMISTRY MASTERINGCHEM ACCESS
9th Edition
ISBN: 9780137249442
Author: Wade
Publisher: INTER PEAR
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Textbook Question
Chapter 11.3, Problem 11.6P
Suggest the most appropriate method for each of the following laboratory syntheses. In each case, suggest both a chromium reagent and a chromium—free reagent
- a. butan — 1 — ol → butanal, CH3CH2CH2CHO
- b. but — 2 — en — 1 — ol → but — 2 — enoicacid, CH3CH=CH—COOH
- c. butan — 2 — ol → butan — 2 — one, CH3COCH2CH3
- d. cyclopentanol → 1—ethylcyclopentanol (two steps)
- e. cyclopentylmethanol → 1—cyclopentylpropan—1—ol (two steps)
- f. 1 — methylcyclohexanol → 2 — methylcyclohcxanone (several steps)
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 11 Solutions
ORGANIC CHEMISTRY MASTERINGCHEM ACCESS
Ch. 11.1 - Prob. 11.1PCh. 11.2C - Prob. 11.2PCh. 11.3 - Prob. 11.3PCh. 11.3 - Prob. 11.4PCh. 11.3 - Prob. 11.5PCh. 11.3 - Suggest the most appropriate method for each of...Ch. 11.4 - A chronic alcoholic requires a much larger dose of...Ch. 11.4 - Unlike ethylene glycol, propylene glycol...Ch. 11.5 - Predict the major products of the following...Ch. 11.5 - Show how you would convert propan-1-ol to the...
Ch. 11.6 - Predict the products of the following reactions....Ch. 11.7A - Propose a mechanism for the reaction of a....Ch. 11.7B - Prob. 11.13PCh. 11.7B - Show how you would use a simple chemical test to...Ch. 11.7C - Neopentyl alcohol, (CH3)3CCH2OH, reacts with...Ch. 11.7C - Prob. 11.16PCh. 11.7C - When cis-2-methylcyclohexanol reacts with the...Ch. 11.8 - Prob. 11.18PCh. 11.9 - Prob. 11.19PCh. 11.9 - Prob. 11.20PCh. 11.9 - Prob. 11.21PCh. 11.10A - Prob. 11.22PCh. 11.10A - Some alcohols undergo rearrangement or other...Ch. 11.10B - Prob. 11.24PCh. 11.10B - Explain why the acid-catalyzed condensation is a...Ch. 11.10B - Prob. 11.26PCh. 11.10B - When the following substituted cycloheptanol...Ch. 11.11A - Prob. 11.28PCh. 11.11A - Prob. 11.29PCh. 11.11B - Predict the products formed by periodic acid...Ch. 11.12 - Prob. 11.31PCh. 11.13A - Prob. 11.32PCh. 11.14 - Prob. 11.33PCh. 11.14 - a. Show how ethanol and cyclohexanol may be used...Ch. 11.14 - Prob. 11.35PCh. 11.14 - Phenols (pKa 10) are more acidic than other...Ch. 11.14 - To practice working through the early parts of a...Ch. 11.14 - Prob. 11.38PCh. 11 - Predict the major products of the following...Ch. 11 - Show how you would convert 2-methylcyclopentanol...Ch. 11 - In each case, show how you would synthesize the...Ch. 11 - Prob. 11.42SPCh. 11 - Prob. 11.43SPCh. 11 - Prob. 11.44SPCh. 11 - Both cis- and trans-2-methylcyclohexanol undergo...Ch. 11 - Prob. 11.46SPCh. 11 - Prob. 11.47SPCh. 11 - Show how you would make each compound, beginning...Ch. 11 - Predict the major products (including...Ch. 11 - Show how you would use simple chemical tests to...Ch. 11 - The compound shown below has three different types...Ch. 11 - Prob. 11.52SPCh. 11 - Prob. 11.53SPCh. 11 - Prob. 11.54SPCh. 11 - Prob. 11.55SPCh. 11 - Show how you would synthesize the following...Ch. 11 - Show how you would synthesize the following...Ch. 11 - The following pseudo-syntheses (guaranteed not to...Ch. 11 - Two unknowns, X and Y, both having the molecular...Ch. 11 - The Williamson ether synthesis involves the...Ch. 11 - Prob. 11.61SPCh. 11 - Prob. 11.62SPCh. 11 - Alcohols combine with ketones and aldehydes to...Ch. 11 - Prob. 11.64SPCh. 11 - Prob. 11.65SPCh. 11 - Prob. 11.66SP
Additional Science Textbook Solutions
Find more solutions based on key concepts
Label each statement about the polynucleotide ATGGCG as true or false. The polynucleotide has six nucleotides. ...
General, Organic, and Biological Chemistry - 4th edition
56. Global Positioning System. Learn more about the global positioning system and its uses. Write a short repo...
The Cosmic Perspective (8th Edition)
Describe the role and impact of microbes on the earth.
Microbiology Fundamentals: A Clinical Approach
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
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
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
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
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