Organic Chemistry Plus Masteringchemistry With Pearson Etext, Global Edition
9th Edition
ISBN: 9781292151229
Author: Wade, LeRoy G.
Publisher: PEARSON
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 11, Problem 11.54SP
Interpretation Introduction
Interpretation: The mechanism of formation of dihydropyran is to be stated.
Concept introduction: The acid catalysis reaction of tetrahydrofurfuryl occurs through two steps. First is protonation of alcohol, second is formation of carbocation with elimination of water molecule and third is stabilisation of carbocation by hydride shift followed by the conversion of primary carbocation into secondary carbocation.
To determine: The mechanism of the given reaction.
Expert Solution & Answer

Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
For the reaction 2 N2O5(g) → 4 NO2(g) + O2(g), the following mechanism has been proposed:
N2O5 →> NO₂+ NO3_(K1)
NO2 + NO3 → N2O5 (k-1)
NO2 + NO3 →
→
NO2 + O2 + NO (K2)
NO + N2O5-
NO2 + NO2 + NO2 (K3)
d[N₂O5] __2k‚k₂[N2O5]
Indicate whether the following rate expression is acceptable:
dt
k₁₁+ k₂
Consider the following decomposition reaction of N2O5(g):
For the reaction 2 N2O5(g) → 4 NO2(g) + O2(g), the following mechanism has been proposed:
N2O5 → NO2 + NO3 (K1)
NO2 + NO3 → N2O5 (k-1)
NO2 + NO3 → NO2 + O2 + NO (K2)
NO + N2O5 → NO2 + NO2 + NO2 (K3)
Indicate whether the following rate expression is acceptable:
d[N2O5]
= -k₁[N₂O₂] + K¸₁[NO₂][NO3] - K¸[NO₂]³
dt
In a reaction of A + B to give C, another compound other than A, B or C may appear in the kinetic equation.
Chapter 11 Solutions
Organic Chemistry Plus Masteringchemistry With Pearson Etext, Global Edition
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
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
- For the reaction 2 N2O5(g) → 4 NO2(g) + O2(g), the following mechanism has been proposed: N2O5 →> NO₂+ NO3_(K1) NO2 + NO3 → N2O5 (k-1) NO2 + NO3 → → NO2 + O2 + NO (K2) NO + N2O5- NO2 + NO2 + NO2 (K3) d[N₂O5] __2k‚k₂[N2O5] Indicate whether the following rate expression is acceptable: dt k₁₁+ k₂arrow_forwardGiven the reaction R + Q → P, indicate the rate law with respect to R, with respect to P and with respect to P.arrow_forwardSteps and explanations. Also provide, if possible, ways to adress this kind of problems in general.arrow_forward
- k₁ Given the reaction A B, indicate k-1 d[A] (A). the rate law with respect to A: (B). the rate law with respect to B: d[B] dt dtarrow_forwardk₁ Given the reaction R₂ R + R, indicate k-1 (A). the rate law with respect to R2: (B). the rate law with respect to R: d[R₂] dt d[R] dtarrow_forwardGiven the reaction R+ Q → P, indicate (A). the rate law with respect to P: (B). the rate law with respect to R: (C). the rate law with respect to Q: d[P] dt d[R] dt d[Q] dtarrow_forward
- The reaction for obtaining NO2 from NO and O2 has the rate equation: v = k[NO]2[O2]. Indicate which of the following options is correct.(A). This rate equation is inconsistent with the reaction consisting of a single trimolecular step.(B). Since the overall order is 3, the reaction must necessarily have some trimolecular step in its mechanism.(C). A two-step mechanism: 1) NO + NO ⇄ N2O2 (fast); 2) N2O2 + O2 → NO2 + NO2 (slow).(D). The mechanism must necessarily consist of three unimolecular elementary steps with very similar rate constants.arrow_forwarda. What is the eluent used in the column chromatography here (a “silica plug filtration” is essentially a very short column)? b. The spectroscopy of compound 5b is described in the second half of this excerpt, including 1H-NMR and 13C-NMR (which you will learn about in CHEM 2412L), MS (which you will learn about later in CHEM 2411L) and IR. One of the IR signals is at 3530 cm-1. What functional group does this indicate might be present in compound 5b?arrow_forwardSteps and explanations. Also provide, if possible, ways to adress this kind of problems in general.arrow_forward
- a. The first three lines of this procedure describe the reaction used to make compound 5b. In the fourth line, hexane and sodium bicarbonate are added. What organic lab technique is being used here? b. What is the purpose of the Na2SO4? c. What equipment would you use to “concentrate [a solution] under reduced pressure”?arrow_forwardWhen N,N-dimethylaniline is treated with bromine both the ortho and para products are observed. However when treated with a mixture of nitric acid and sulfuric acid only the meta product is observed. Explain these results and support your answer with the appropriate drawings *Hint amines are bases* N HNO3 H2SO4 N NO2 N Br2 N Br + N 8-8-8 FeBr3 Brarrow_forwardDraw a mechanism that explains the formation of compound OMe SO3H 1. Fuming H2SO4arrow_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