EBK ORGANIC CHEMISTRY
9th Edition
ISBN: 9780100591318
Author: McMurry
Publisher: YUZU
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Textbook Question
Chapter 21.SE, Problem 36MP
When 4-dimethylaminopyridine (DMAP) is added in catalytic amounts to acetic anhydride and an alcohol, it significantly increases the rate of ester formation. The process begins with a reaction between acetic anhydride and DMAP to form a highly reactive acetylpyridinium intermediate that is more reactive than acetic anhydride itself. Propose a mechanism for this process that includes the formation and reaction of the acetylpyridinium intermediate.
Expert Solution & Answer
Trending nowThis is a popular solution!
Students have asked these similar questions
Don't used Ai solution
Draw a Lewis dot structure for C2H4O
3.3 Consider the variation of molar Gibbs energy with pressure.
3.3.1 Write the mathematical expression for the slope of graph of molar Gibbs energy against
3.3.2
pressure at constant temperature.
Draw in same diagram graphs showing variation with pressure of molar Gibbs energies of a
substance in gaseous, liquid and solid forms at constant temperature.
3.3.3 Indicate in your graphs melting and boiling points.
3.3.4 Indicate for the respective phases the regions of relative stability.
Chapter 21 Solutions
EBK ORGANIC CHEMISTRY
Ch. 21.1 - Give IUPAC names for the following substances:Ch. 21.1 - Draw structures corresponding to the following...Ch. 21.2 - Prob. 3PCh. 21.2 - Rank the compounds in each of the following sets...Ch. 21.2 - Predict the products of the following nucleophilic...Ch. 21.2 - Prob. 6PCh. 21.3 - Prob. 7PCh. 21.3 - If the following molecule is treated with acid...Ch. 21.4 - How might you prepare the following esters using a...Ch. 21.4 - Prob. 10P
Ch. 21.4 - Prob. 11PCh. 21.4 - Prob. 12PCh. 21.4 - Prob. 13PCh. 21.5 - Prob. 14PCh. 21.5 - What product would you expect from reaction of one...Ch. 21.6 - Prob. 16PCh. 21.6 - Prob. 17PCh. 21.6 - Show the products you would obtain by reduction of...Ch. 21.6 - What ester and what Grignard reagent might you...Ch. 21.7 - Prob. 20PCh. 21.7 - How would you use the reaction of an amide with...Ch. 21.8 - Write the mechanism of the reaction shown in...Ch. 21.9 - Prob. 23PCh. 21.9 - Prob. 24PCh. 21.10 - Prob. 25PCh. 21.10 - Prob. 26PCh. 21.SE - Name the following compounds:Ch. 21.SE - Prob. 28VCCh. 21.SE - Prob. 29VCCh. 21.SE - Prob. 30VCCh. 21.SE - Predict the product(s) and provide the mechanism...Ch. 21.SE - Predict the product(s) and provide the mechanism...Ch. 21.SE - Predict the product(s) and provide the mechanism...Ch. 21.SE - Predict the product(s) and provide the complete...Ch. 21.SE - Prob. 35MPCh. 21.SE - When 4-dimethylaminopyridine (DMAP) is added in...Ch. 21.SE - Prob. 37MPCh. 21.SE - Prob. 38MPCh. 21.SE - Prob. 39MPCh. 21.SE - The hydrolysis of a biological thioester to the...Ch. 21.SE - Prob. 41MPCh. 21.SE - Prob. 42MPCh. 21.SE - Prob. 43MPCh. 21.SE - In the iodoform reaction, a triiodomethyl ketone...Ch. 21.SE - Give IUPAC names for the following compounds:Ch. 21.SE - Prob. 46APCh. 21.SE - Draw and name compounds that meet the following...Ch. 21.SE - Predict the product, if any, of reaction between...Ch. 21.SE - Prob. 49APCh. 21.SE - Prob. 50APCh. 21.SE - What product would you expect to obtain from...Ch. 21.SE - Prob. 52APCh. 21.SE - Prob. 53APCh. 21.SE - The following reactivity order has been found for...Ch. 21.SE - Prob. 55APCh. 21.SE - Outline methods for the preparation of...Ch. 21.SE - Prob. 57APCh. 21.SE - When ethyl benzoate is heated in methanol...Ch. 21.SE - tert-Butoxycarbonyl azide, a reagent used in...Ch. 21.SE - Prob. 60APCh. 21.SE - Prob. 61APCh. 21.SE - What is the structure of the polymer produced by...Ch. 21.SE - Polyimides with the structure shown are used as...Ch. 21.SE - Prob. 64APCh. 21.SE - Propose a structure for a compound, C4H7ClO2, that...Ch. 21.SE - Assign structures to compounds with the following...Ch. 21.SE - Prob. 67APCh. 21.SE - When a carboxylic acid is dissolved in...Ch. 21.SE - Prob. 69APCh. 21.SE - Prob. 70APCh. 21.SE - Prob. 71APCh. 21.SE - Phenyl 4-aminosalicylate is a drug used in the...Ch. 21.SE - N,N-Diethyl-m-toluamide (DEET) is the active...Ch. 21.SE - Tranexamic acid, a drug useful against blood...Ch. 21.SE - One frequently used method for preparing methyl...Ch. 21.SE - Prob. 76APCh. 21.SE - Assign structures to compounds with the following...Ch. 21.SE - Propose structures for compounds with the...Ch. 21.SE - Propose a structure for the compound with the...Ch. 21.SE - Draw the structure of the compound that produced...Ch. 21.SE - Prob. 81APCh. 21.SE - Epoxy adhesives are prepared in two steps. SN2...
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
- In 2-chloropropane, the signal for the H on the C next to Cl should be split into how many peaks?arrow_forward4.4 Consider as perfect gas 3.0 mol of argon gas to which 229 J of energy is supplied as heat at constant pressure and temperature increases by 2.55 K. Calculate 4.4.1 constant pressure molar heat capacity. 4.4.2 constant volume molar heat capacity.arrow_forward3.2 32 Consider calibrating a calorimeter and measuring heat transferred. A sample of compound was burned in a calorimeter and a temperature change of 3.33°C recorded. When a 1.23 A current from a 12.0 V source was passed through a heater in the same calorimeter for 156 s, the temperature changed of 4.47°C was recorded. 3.2.1 Calculate the heat supplied by the heater. 3.2.2 Calculate the calorimeter constant. 3.2.3 Calculate the heat released by the combustion reaction.arrow_forward
- -.1 Consider the standard enthalpy of formation of gaseous water at 25°C as -241.82 kJ/mol and calculate the standard enthalpy of formation of gaseous water at 100°C.arrow_forward3.5 Complete the following sentences to make correct scientific meaning. 3.5.1 The entropy of a perfect gas. 3.5.2 when it expands isothermally. The change in entropy of a substance accompanying a change of state at its transition 3.5.3 temperature is calculated from its of transition. The increase in entropy when a substance is heated is calculated from itsarrow_forward3.4 Consider the internal energy of a substance 3.4.1 Draw a graph showing the variation of internal energy with temperature at constant volume 3.4.2 Write the mathematical expression for the slope in your graph in 3.4.1arrow_forward
- For a system, the excited state decays to the ground state with a half-life of 15 ns, emitting radiation of 6000 Å. Determine the Einstein coefficients for stimulated absorption and spontaneous emission and the dipole moment of the transition. Data: epsilon 0 = 8.85419x10-12 C2m-1J-1arrow_forwardProblem a. The following compounds have the same molecular formula as benzene. How many monobrominated products could each form? 1. HC =CC=CCH2CH3 2. CH2=CHC = CCH=CH₂ b. How many dibrominated products could each of the preceding compounds form? (Do not include stereoisomers.)arrow_forwardDon't used Ai solutionarrow_forward
- 4.3 Explain the following terms: 4.3.1 Normal boiling point. 4.3.2 Cooling curve. 4.3.3 Congruent melting. 4.3.4 Ideal solution. 4.3.5 Phase diagram of a pure substance.arrow_forwardFor CO, an electronic transition occurs at 2x1015 Hz. If the dipole moment of the transition is of the order of 1 Debye, calculate:a) The Einstein coefficient of stimulated emissionb) The lifetime of the excited statec) The natural width (in Hz)Data: epsilon 0 = 8.85419x10-12 C2m-1J-1; 1 D = 3.33564x10-30 C m;arrow_forwardA radiation of intensity l0 = 2.5x1010 photos s-1 cm2 affects a dispersion and produces a transmittance of 0.1122. How much incident radiation is absorbed by the music screen?arrow_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: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning
Coenzymes and cofactors; Author: CH15 SWAYAM Prabha IIT Madras;https://www.youtube.com/watch?v=bubY2Nm7hVM;License: Standard YouTube License, CC-BY
Aromaticity and Huckel's Rule; Author: Professor Dave Explains;https://www.youtube.com/watch?v=7-BguH4_WBQ;License: Standard Youtube License