Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
expand_more
expand_more
format_list_bulleted
Question
Chapter 23.SE, Problem 47MP
Interpretation Introduction
Interpretation:
The mechanism of the reaction shown that involves the reaction of an enamine with an
Concept introduction:
The mechanism of the reaction between an enamine and an alkyl halide involves the following steps. i) Nucleophilic attack of the enamine on the bromoester to displace the bromide ion ii) Tautomerization of the ketoester to its enol form iii) Attack of the enol on the iminium ion.
To propose:
A mechanism of the reaction given in which an enamine reacts with an alkyl halide.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solutionStudents have asked these similar questions
Can you please help me with drawing the Lewis structure of each molecular formula?I truly appreciate you!
Can you please help me with drawing the Lewis structure of each molecular formula?I truly appreciate you!
Can you please help me with drawing the Lewis structure of each molecular formula?I truly appreciate you!
Chapter 23 Solutions
Organic Chemistry
Ch. 23.1 - Prob. 1PCh. 23.1 - Prob. 2PCh. 23.3 - Prob. 3PCh. 23.3 - Prob. 4PCh. 23.4 - Prob. 5PCh. 23.4 - 1-Butanol is prepared commercially by a route that...Ch. 23.4 - Prob. 7PCh. 23.5 - Prob. 8PCh. 23.6 - Prob. 9PCh. 23.6 - What product would you Expect to obtain from base...
Ch. 23.7 - Show the products you would expect to obtain by...Ch. 23.7 - Prob. 12PCh. 23.8 - What product would you expect from the following...Ch. 23.9 - What product would you expect From the following...Ch. 23.9 - Prob. 15PCh. 23.10 - Prob. 16PCh. 23.10 - Prob. 17PCh. 23.10 - Prob. 18PCh. 23.11 - Prob. 19PCh. 23.11 - Show how you might use an enamine reaction to...Ch. 23.12 - Prob. 21PCh. 23.12 - How would you prepare the following compound using...Ch. 23.SE - Prob. 23VCCh. 23.SE - Prob. 24VCCh. 23.SE - Prob. 25VCCh. 23.SE - The following molecule was formed by a Robinson...Ch. 23.SE - Prob. 27MPCh. 23.SE - Prob. 28MPCh. 23.SE - Predict the product(s) and provide the mechanism...Ch. 23.SE - Predict the product(s) and provide the mechanism...Ch. 23.SE - Predict the product(s) and provide the mechanism...Ch. 23.SE - Knoevenagel condensation is a reaction involving...Ch. 23.SE - Azlactones are important starting materials used...Ch. 23.SE - Prob. 34MPCh. 23.SE - Isoleucine, another of the twenty amino acids...Ch. 23.SE - The first step in the citric acid cycle of food...Ch. 23.SE - Prob. 37MPCh. 23.SE - The Knoevenagel reaction is a carbonyl...Ch. 23.SE - The Darzens reaction invoIves a two-step,...Ch. 23.SE - The following reaction involves a hydrolysis...Ch. 23.SE - Prob. 41MPCh. 23.SE - Prob. 42MPCh. 23.SE - Prob. 43MPCh. 23.SE - Propose a mechanism for the following...Ch. 23.SE - Prob. 45MPCh. 23.SE - Prob. 46MPCh. 23.SE - Prob. 47MPCh. 23.SE - Prob. 48APCh. 23.SE - Prob. 49APCh. 23.SE - Prob. 50APCh. 23.SE - Prob. 51APCh. 23.SE - Prob. 52APCh. 23.SE - Prob. 53APCh. 23.SE - Prob. 54APCh. 23.SE - Prob. 55APCh. 23.SE - Prob. 56APCh. 23.SE - Prob. 57APCh. 23.SE - Prob. 58APCh. 23.SE - In the mixed Claisen reaction of cyclopentanone...Ch. 23.SE - Ethyl dimethylacetoacetate reacts instantly at...Ch. 23.SE - Prob. 61APCh. 23.SE - Prob. 62APCh. 23.SE - The so-called Wieland-Miescher ketone is a...Ch. 23.SE - Prob. 64APCh. 23.SE - Prob. 65APCh. 23.SE - Prob. 66APCh. 23.SE - What condensation products would you expect to...Ch. 23.SE - The following reactions are unlikely to provide...Ch. 23.SE - Fill in the missing reagents a-h in the following...Ch. 23.SE - Prob. 70APCh. 23.SE - Prob. 71APCh. 23.SE - Prob. 72APCh. 23.SE - Prob. 73AP
Knowledge Booster
Similar questions
- Can you please help me with drawing the Lewis structure of each molecular formula?I truly appreciate you!arrow_forwardPlease draw and explainarrow_forwardDescribe each highlighted bond in terms of the overlap of atomic orbitals. (a) Н Н H H [References] HIC H H C H H-C-CC-N: H σ character n character (b) HIC H H H H-C-C-C HIC H Н H O-H σ character n character Submit Answer Try Another Version 3 item attempts remainingarrow_forward
- 11 Naming and drawing alcohols Write the systematic (IUPAC) name for each of the following organic molecules: structure OH HO OH Explanation Check name ☐arrow_forwardwhat is the drawn mechanism for diethyl carbonate and 4 - bromo - N, N -dimethylaniline to create crystal violet?arrow_forwardWhich of the following compounds are constitutional isomers of each other? I and II O II and III O III and IV OI and IV O II and IV CI H CI H CI H H CI H-C-C-CI C-C-C-CI H-C-C-CI H-C-C-CI H CI Ĥ ĆI A A Ĥ ĆI || IVarrow_forward
- Please correct answer and don't used hand raitingarrow_forwardQ1: Curved Arrows, Bronsted Acids & Bases, Lewis Acids & Bases Considering the following reactions: a) Predict the products to complete the reactions. b) Use curved electron-pushing arrows to show the mechanism for the reaction in the forward direction. Redraw some of the compounds to explicitly illustrate all bonds that are broken and all bonds that are formed. c) Label Bronsted acids and bases in the left side of the reactions. Label conjugate acids and bases in the right side of the reactions. d) Label Lewis acids and bases, nucleophiles and electrophiles in the left side of the reactions. A. + OH CH30: OH B. + HBr C. H₂SO4 D. CF 3. CH 3 + HCI N H fluoxetine antidepressant 1↓ JDownloadarrow_forwardDon't used Ai solutionarrow_forward
- Part 3: AHm,system Mass of 1.00 M HCI Vol. of 1.00 M HCI Mass of NaOH(s) Total Mass in Calorimeter Mole product if HCI limiting reactant Trial 1 62.4009 1.511g Mole product if NaOH limiting reactant Limiting reactant Initial Temperature Final Temperature 23.8°C 37.6°C Change in Temperature AHm,system (calculated) Average AHm,system (calculated) (calculated) (calculated) Trial 2 64.006g 1.9599 (calculated) (calculated) (calculated) (calculated) (calculated) (calculated) 24.7°C 41.9°C (calculated) (calculated) (2 pts. each)arrow_forwardDon't used Ai solutionarrow_forwardWhat is the numerical value of the slope using the equation y=-1.823x -0.0162 please show calculationsarrow_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