Organic Chemistry - With Access (Custom)
9th Edition
ISBN: 9781337031745
Author: McMurry
Publisher: Cengage
expand_more
expand_more
format_list_bulleted
Question
Chapter 19.SE, Problem 47MP
Interpretation Introduction
Interpretation:
A mechanism for the formation of 3,5-dimethyl-oxazole from hydroxylamine and 2,4-pentanedione is to be proposed.
Concept introduction:
One of the keto group in the diketone will react with hydroxyl
To propose:
A mechanism for the formation of 3,5-dimethyloxazole from hydroxylamine and 2,4-pentanedione.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Draw the major organic substitution product or products for (2R,3S)-2-bromo-3-methylpentane reacting with the given
nucleophile. Clearly drawn the stereochemistry, including a wedged bond, a dashed bond and two in-plane bonds at each
stereogenic center. Omit any byproducts.
Bri
CH3CH2O-
(conc.)
Draw the major organic product or products.
Tartaric acid (C4H6O6) is a diprotic weak acid. A sample of 875 mg tartaric acid are dissolved in 100 mL water and titrated with 0.994 M NaOH.
How many mL of NaOH are needed to reach the first equivalence point?
How many mL of NaOH are needed to reach the second equivalence point?
Including activity, calculate the solubility of Pb(IO3)2 in a matrix of 0.020 M Mg(NO3)2.
Chapter 19 Solutions
Organic Chemistry - With Access (Custom)
Ch. 19.1 - Prob. 1PCh. 19.1 - Draw structures corresponding to the following...Ch. 19.2 - Prob. 3PCh. 19.2 - How would you carry out the following reactions?...Ch. 19.4 - Treatment of an aldehyde or ketone with cyanide...Ch. 19.4 - p-Nitrobenzaldehyde is more reactive toward...Ch. 19.5 - Prob. 7PCh. 19.5 - The oxygen in water is primarily (99.8) 16O, but...Ch. 19.6 - Prob. 9PCh. 19.8 - Show the products you would obtain by...
Ch. 19.8 - Prob. 11PCh. 19.8 - Prob. 12PCh. 19.9 - Prob. 13PCh. 19.10 - Prob. 14PCh. 19.10 - Prob. 15PCh. 19.11 - What carbonyl compound and what phosphorus ylide...Ch. 19.11 - -Carotene, a yellow food-coloring agent and...Ch. 19.12 - Prob. 18PCh. 19.12 - Prob. 19PCh. 19.13 - Prob. 20PCh. 19.13 - Treatment of 2-cyclohexenone with HCN/KCN yields a...Ch. 19.13 - How might conjugate addition reactions of lithium...Ch. 19.14 - How might you use IR spectroscopy to determine...Ch. 19.14 - Prob. 24PCh. 19.14 - Prob. 25PCh. 19.14 - Prob. 26PCh. 19.SE - Each of the following substances can be prepared...Ch. 19.SE - Prob. 28VCCh. 19.SE - Prob. 29VCCh. 19.SE - Prob. 30MPCh. 19.SE - Prob. 31MPCh. 19.SE - Prob. 32MPCh. 19.SE - Prob. 33MPCh. 19.SE - Prob. 34MPCh. 19.SE - Prob. 35MPCh. 19.SE - It is not uncommon for organic chemists to prepare...Ch. 19.SE - Prob. 37MPCh. 19.SE - Prob. 38MPCh. 19.SE - Prob. 39MPCh. 19.SE - Prob. 40MPCh. 19.SE - Aldehydes and ketones react with thiols to yield...Ch. 19.SE - Prob. 42MPCh. 19.SE - When cyclohexanone is heated in the presence of a...Ch. 19.SE - Prob. 44MPCh. 19.SE - The Meerwein-Ponndorf-Verley reaction involves...Ch. 19.SE - Propose a mechanism to account for the formation...Ch. 19.SE - Prob. 47MPCh. 19.SE - Prob. 48MPCh. 19.SE - Treatment of an , -unsaturated ketone with basic...Ch. 19.SE - Prob. 50MPCh. 19.SE - Prob. 51MPCh. 19.SE - Prob. 52MPCh. 19.SE - Prob. 53MPCh. 19.SE - Prob. 54APCh. 19.SE - Draw and name the seven aldehydes and ketones with...Ch. 19.SE - Give IUPAC names for the following compounds:Ch. 19.SE - Draw structures of compounds that fit the...Ch. 19.SE - Predict the products of the reaction of (1)...Ch. 19.SE - Show how you might use a Wittig reaction to...Ch. 19.SE - How would you use a Grignard reaction on an...Ch. 19.SE - Prob. 61APCh. 19.SE - Prob. 62APCh. 19.SE - How would you synthesize the following substances...Ch. 19.SE - Carvone is the major constituent of spearmint oil....Ch. 19.SE - How would you synthesize the following compounds...Ch. 19.SE - At what position would you expect to observe IR...Ch. 19.SE - Acidcatalyzed dehydration of...Ch. 19.SE - Choose the structure that best fits the IR...Ch. 19.SE - Propose structures for molecules that meet the...Ch. 19.SE - Prob. 70APCh. 19.SE - Prob. 71APCh. 19.SE - When 4hydroxybutanal is treated with methanol in...Ch. 19.SE - Prob. 73APCh. 19.SE - Prob. 74APCh. 19.SE - Prob. 75APCh. 19.SE - Prob. 76APCh. 19.SE - Prob. 77APCh. 19.SE - Tamoxifen is a drug used in the treatment of...Ch. 19.SE - Compound A, MW 86, shows an IR absorption at 1730...Ch. 19.SE - Compound B is isomeric with A (Problem 19-79) and...Ch. 19.SE - The 1HNMR spectrum shown is that of a compound...Ch. 19.SE - Prob. 82APCh. 19.SE - Propose structures for ketones or aldehydes that...Ch. 19.SE - Prob. 84APCh. 19.SE - Prob. 85APCh. 19.SE - The proton and carbon NMR spectra for each of...Ch. 19.SE - The proton NMR spectrum for a compound with...
Knowledge Booster
Similar questions
- Order the following series of compounds from highest to lowest reactivity to electrophilic aromatic substitution, explaining your answer: 2-nitrophenol, p-Toluidine, N-(4-methylphenyl)acetamide, 4-methylbenzonitrile, 4-(trifluoromethyl)benzonitrile.arrow_forwardOrdene la siguiente serie de compuestos de mayor a menor reactividad a la sustitución aromática electrofílica, explicando su respuesta: ácido bencenosulfónico, fluorobenceno, etilbenceno, clorobenceno, terc-butilbenceno, acetofenona.arrow_forwardCan I please get all final concentrations please!arrow_forward
- State the detailed mechanism of the reaction of benzene with isopropanol in sulfuric acid.arrow_forwardDo not apply the calculations, based on the approximation of the stationary state, to make them perform correctly. Basta discard the 3 responses that you encounter that are obviously erroneous if you apply the formula to determine the speed of a reaction. For the decomposition reaction of N2O5(g): 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) Give the expression for the acceptable rate. (A). d[N₂O] dt = -1 2k,k₂[N205] k₁+k₂ d[N₂O5] (B). dt =-k₁[N₂O₂] + k₁[NO2][NO3] - k₂[NO2]³ (C). d[N₂O] dt =-k₁[N₂O] + k₁[N205] - K3 [NO] [N205] (D). d[N2O5] =-k₁[NO] - K3[NO] [N₂05] dtarrow_forwardA 0.10 M solution of acetic acid (CH3COOH, Ka = 1.8 x 10^-5) is titrated with a 0.0250 M solution of magnesium hydroxide (Mg(OH)2). If 10.0 mL of the acid solution is titrated with 20.0 mL of the base solution, what is the pH of the resulting solution?arrow_forward
- For the decomposition reaction of N2O5(g): 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 + N2O51 NO2 + NO2 + NO2 (K3) → Give the expression for the acceptable rate. → → (A). d[N205] dt == 2k,k₂[N₂O₂] k₁+k₁₂ (B). d[N2O5] =-k₁[N₂O] + k₁[NO₂] [NO3] - k₂[NO₂]³ dt (C). d[N2O5] =-k₁[N₂O] + k [NO] - k₂[NO] [NO] d[N2O5] (D). = dt = -k₁[N2O5] - k¸[NO][N₂05] dt Do not apply the calculations, based on the approximation of the stationary state, to make them perform correctly. Basta discard the 3 responses that you encounter that are obviously erroneous if you apply the formula to determine the speed of a reaction.arrow_forwardFor the decomposition reaction of N2O5(g): 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 + N2O51 NO2 + NO2 + NO2 (K3) → Give the expression for the acceptable rate. → → (A). d[N205] dt == 2k,k₂[N₂O₂] k₁+k₁₂ (B). d[N2O5] =-k₁[N₂O] + k₁[NO₂] [NO3] - k₂[NO₂]³ dt (C). d[N2O5] =-k₁[N₂O] + k [NO] - k₂[NO] [NO] d[N2O5] (D). = dt = -k₁[N2O5] - k¸[NO][N₂05] dt Do not apply the calculations, based on the approximation of the stationary state, to make them perform correctly. Basta discard the 3 responses that you encounter that are obviously erroneous if you apply the formula to determine the speed of a reaction.arrow_forwardR lactam or lactone considering as weak acid or weak base and whyarrow_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
Introduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage Learning
Macroscale and Microscale Organic ExperimentsChemistryISBN:9781305577190Author:Kenneth L. Williamson, Katherine M. MastersPublisher:Brooks Cole
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: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
Macroscale and Microscale Organic Experiments
Chemistry
ISBN:9781305577190
Author:Kenneth L. Williamson, Katherine M. Masters
Publisher:Brooks Cole