Bundle: Organic Chemistry, 9th, Loose-Leaf + OWLv2, 4 terms (24 months) Printed Access Card
9th Edition
ISBN: 9781305701021
Author: John E. McMurry
Publisher: Cengage Learning
expand_more
expand_more
format_list_bulleted
Question
Chapter 17.SE, Problem 39AP
Interpretation Introduction
Interpretation:
Which of the eight alcohols, 1-pentanol, 2-pentanol, 3-pentanol, 2-methyl-1-butanol, 2-methyl-2-butanol, 3-methyl-2 butanol, 3-methyl-1-butanol and 2,2-dimethyl-1-propanol, react with CrO3 in aqueous acid is to be stated and the product expected from each reaction is also to be given.
Concept introduction:
CrO3 in aqueous acid oxidizes 10 alcohols to
To state:
Which of the eight alcohols, 1-pentanol, 2-pentanol, 3-pentanol, 2-methyl-1-butanol, 2-methyl-2-butanol, 3-methyl-2 butanol, 3-methyl-1-butanol and 2,2-dimethyl-1-propanol, react with CrO3 in aqueous acid and to predict the product expected from each reaction.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
when performing the reaction that involves 2 equivalents of 3-(diethylamino)-phenol and Phthalic anhydride with sulfuric acid and water react to form rhodamine b where the Phthalic anhydride cleaves in acid and how does Excessive Washing (w/ Base) & Subsequent Resonance Structure get affected
3. The strongest acid of the following compounds is ___.A. p-nitrophenol; B. m-nitrophenol; C. o-chlorophenol;D. p-methoxyphenol; E. o-methylphenol
Please explain your steps and thought process. Thank you!
Using the general properties of equilibrium constants
At a certain temperature, the equilibrium constant K for the following reaction is 1.3 × 10 4:
Cl2(g) + CHCl3(g) HCl(g) + CC₁(g)
Use this information to complete the following table.
Suppose a 16. L reaction vessel is filled with 1.6 mol of HCI and
1.6 mol of CCl4. What can you say about the composition of the
mixture in the vessel at equilibrium?
There will be very little Cl2 and CHCl3.
☐ x10
There will be very little HCI and CCl4.
Neither of the above is true.
What is the equilibrium constant for the following reaction? Be
sure your answer has the correct number of significant digits.
HCl(g)+CC14(g)
12
Cl2(9)+CHCl3(9)
K = 0 ☐
What is the equilibrium constant for the following reaction? Be
sure your answer has the correct number of significant digits.
2 Cl₂(9)+2CHCl3(9)
2 HCl(9)+2CC₁₁(9)
K =
✓
00.
18
Ar
Chapter 17 Solutions
Bundle: Organic Chemistry, 9th, Loose-Leaf + OWLv2, 4 terms (24 months) Printed Access Card
Ch. 17.1 - Give IUPAC names for the following compounds:Ch. 17.1 - Prob. 2PCh. 17.2 - The following data for isomeric four-carbon...Ch. 17.2 - Rank the following substances in order of...Ch. 17.2 - Prob. 5PCh. 17.3 - Prob. 6PCh. 17.4 - What reagent would you use to accomplish each of...Ch. 17.4 - Prob. 8PCh. 17.5 - Prob. 9PCh. 17.5 - Prob. 10P
Ch. 17.5 - Use the reaction of a Grignard reagent with a...Ch. 17.6 - How would you carry out the following...Ch. 17.6 - What products(s) would you expect from dehydration...Ch. 17.7 - What alcohols would give the following products on...Ch. 17.7 - What products would you expect from oxidation of...Ch. 17.8 - TMS ethers can be removed by treatment with...Ch. 17.9 - Show the mechanism for the reaction of...Ch. 17.11 - Prob. 18PCh. 17.11 - When the 1HNMR spectrum of an alcohol is run in...Ch. 17.SE - Give IUPAC names for the following compounds:Ch. 17.SE - Draw the structure of the carbonyl compound(s)...Ch. 17.SE - Prob. 22VCCh. 17.SE - Prob. 23VCCh. 17.SE - Name and assign R or S stereochemistry to the...Ch. 17.SE - Evidence for the intermediate carbocations in the...Ch. 17.SE - Acid-catalyzed dehydration of 2,...Ch. 17.SE - Prob. 27MPCh. 17.SE - Treatment of the following epoxide with aqueous...Ch. 17.SE - Prob. 29MPCh. 17.SE - Prob. 30MPCh. 17.SE - Identify the type of substitution mechanism (SN1,...Ch. 17.SE - The conversion of 3 alcohols into alkenes under...Ch. 17.SE - Prob. 33MPCh. 17.SE - The trimethylsilyl (TMS) protecting group is one...Ch. 17.SE - When the alcohol below is treated with POCI3 and...Ch. 17.SE - Phenols generally have lower pKa’s than...Ch. 17.SE - Give IUPAC names for the following compounds:Ch. 17.SE - Draw and name the eight isomeric alcohols with...Ch. 17.SE - Prob. 39APCh. 17.SE - Named bombykol, the sex pheromone secreted by the...Ch. 17.SE - Carvacrol is a naturally occurring substance...Ch. 17.SE - What Grignard reagent and what carbonyl compound...Ch. 17.SE - What carbonyl compounds would you reduce to...Ch. 17.SE - What carbonyl compounds might you start with to...Ch. 17.SE - Prob. 45APCh. 17.SE - What products would you obtain from reaction of...Ch. 17.SE - Prob. 47APCh. 17.SE - How would you prepare the following compounds from...Ch. 17.SE - Prob. 49APCh. 17.SE - What products would you expect to obtain from...Ch. 17.SE - Prob. 51APCh. 17.SE - Propose structures for alcohols that have the...Ch. 17.SE - Propose a structure consistent with the following...Ch. 17.SE - The 1HNMR spectrum shown is that of...Ch. 17.SE - A compound of unknown structure gave the following...Ch. 17.SE - Propose a structure for a compound C15H24O that...Ch. 17.SE - Prob. 57APCh. 17.SE - Prob. 58APCh. 17.SE - Rank the following substituted phenols in order of...Ch. 17.SE - Benzvl chloride can be converted into benzaldehvde...Ch. 17.SE - Prob. 61APCh. 17.SE - Prob. 62APCh. 17.SE - Prob. 63APCh. 17.SE - Prob. 64APCh. 17.SE - Prob. 65APCh. 17.SE - Prob. 66APCh. 17.SE - Dehydration of trans-2-methylcyclopentanol with...Ch. 17.SE - 2, 3-Dimethyl-2, 3-butanediol has the common name...Ch. 17.SE - As a rule, axial alcohols oxidize somewhat faster...Ch. 17.SE - Prob. 70APCh. 17.SE - A problem often encountered in the oxidation of...Ch. 17.SE - Identify the reagents a-f in the Following scheme:Ch. 17.SE - Prob. 73APCh. 17.SE - Prob. 74APCh. 17.SE - Compound A, C8H10O, has the IR and 1H NMR spectra...Ch. 17.SE - Prob. 76APCh. 17.SE - Prob. 77AP
Knowledge Booster
Similar questions
- 10. The most important reason why Br- is a better nucleophile than Cl-is ___. A. polarizability; B. size; C. solvation; D. basicity; E. polarity. Please include all steps. Thanks!arrow_forwardPredicting the qualitative acid-base properties of salts Consider the following data on some weak acids and weak bases: base acid Ка K₁₁ name formula name formula nitrous acid HNO2 4.5×10 4 pyridine CHEN 1.7 × 10 9 4 hydrofluoric acid HF 6.8 × 10 methylamine CH3NH2 | 4.4 × 10¯ Use this data to rank the following solutions in order of increasing pH. In other words, select a '1' next to the solution that will have the lowest pH, a '2' next to the solution that will have the next lowest pH, and so on. solution 0.1 M NaNO2 0.1 M KF pH choose one v choose one v 0.1 M C5H5NHBr 0.1 M CH3NH3CI choose one v ✓ choose one 1 (lowest) 2 ☑ 3 4 (highest) 000 18 Ararrow_forward4. The major product from treatment of 2-propanol with the Jonesreagent is ___.A. acetone; B. none of the other answers is correct C. propene; D.propanoic acid; E carbon dioxide. Please include all steps! Thank you!arrow_forward
- 7. All of the following compounds that are at the same oxidation levelare ___.u. methyl epoxide, v. propyne, w. propanal, x. propene,y. 2,2-dihydroxypropane, z. isopropanol?A. u,v,w,y; B. u,v,w; C. v,w,y,z; D. v, z; E. x,y,z Please include all steps. Thank you!arrow_forward9. Which one of the following substituents is the worst leaving group inan SN2 reaction? A. -NH2; B. -OH; C. –F; D. NH3; E. H2O Please include all steps. Thanks!arrow_forwardUsing the general properties of equilibrium constants At a certain temperature, the equilibrium constant K for the following reaction is 2.5 × 105: CO(g) + H2O(g) CO2(g) + H2(g) Use this information to complete the following table. Suppose a 7.0 L reaction vessel is filled with 1.7 mol of CO and 1.7 mol of H2O. What can you say about the composition of the mixture in the vessel at equilibrium? What is the equilibrium constant for the following reaction? Be sure your answer has the correct number of significant digits. CO2(9)+H2(g) CO(g)+H₂O(g) What is the equilibrium constant for the following reaction? Be sure your answer has the correct number of significant digits. 3 CO(g)+3H2O(g) = 3 CO2(g)+3H2(g) There will be very little CO and H2O. x10 There will be very little CO2 and H2. 000 Neither of the above is true. K = ☐ K = ☐ 18 Ararrow_forward
- 8. When ethane thiol is treated with hydrogen peroxide the product is___.A. ethane disulfide; B. diethyl sulfide; C. ethane sulfoxide; D. ethanesulfate; E. ethyl mercaptan. Please include all steps. Thanks!arrow_forward5. The major product of the three step reaction that takes place when 1-propanol is treated with strong acid is?A. dipropyl ether; B. propene; C. propanal; D. isopropyl propyl ether;E. 1-hexanol Please include all steps. Thank you!arrow_forward6. The formula of the product of the addition of HCN to benzaldehydeis ___.A. C8H7NO; B. C8H6NO; C. C14H11NO; D. C9H9NO; E. C9H8NO Please include all steps. Thank you!arrow_forward
- Predicting the qualitative acid-base properties of salts Consider the following data on some weak acids and weak bases: base acid K K a name formula name formula nitrous acid HNO2 4.5×10 hydroxylamine HONH2 1.1 × 10 8 hypochlorous acid HCIO 8 3.0 × 10 methylamine CH3NH2 | 4.4 × 10¯ 4 Use this data to rank the following solutions in order of increasing pH. In other words, select a '1' next to the solution that will have the lowest pH, a '2' next to the solution that will have the next lowest pH, and so on. 0.1 M KCIO solution PH choose one 0.1 M NaNO2 0.1 M CH3NH3Br 0.1 M NaBr choose one ✓ choose one v ✓ choose one 1 (lowest) ☑ 2 3 4 (highest)arrow_forwardFor this Orgo problem, don't worry about question 3 below it. Please explain your thought process, all your steps, and also include how you would tackle a similar problem. Thank you!arrow_forwardUsing the general properties of equilibrium constants At a certain temperature, the equilibrium constant K for the following reaction is 0.84: H2(g) + 2(g) 2 HI(g) = Use this information to complete the following table. Suppose a 34. L reaction vessel is filled with 0.79 mol of HI. What can you say about the composition of the mixture in the vessel at equilibrium? There will be very little H2 and 12. ☐ x10 There will be very little HI. Neither of the above is true. What is the equilibrium constant for the following reaction? Be sure your answer has the correct number of significant digits. 2 HI(g) H₂(9)+12(9) K = What is the equilibrium constant for the following reaction? Be sure your answer has the correct number of significant digits. 2 H2(g)+212(9) 4 HI(g) K = ☐ ☑arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Introduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher: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