Organic Chemistry
12th Edition
ISBN: 9781118875766
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Textbook Question
Chapter 19, Problem 56P
Allowing acetone to react with 2 molar equivalents of benzaldehyde in the presence of KOH in ethanol leads to the formation of compound X. The
FIGURE 19.1 The broadband proton-decoupled
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
please solve in detail explanation
ORGANIC CHEMISTRY
PLEASE EXPLAIN, SEE PHOTO:
A compound, with molecular formula C5H10Br2 displays the following 13C NMR along with the DEPT-90 and DEPT-135 13C NMR spectra. Identify the structure of this compound. Please annotate each of the spectra, explaining what each signal or absence of signal means and the information obtained from each.
8
8. Correlate each signal in the following 'H NMR for ethyl cinnamate with a particular set of
hydrogens. Be sure to explain the location of the signal, the integration pattern, and the splitting
pattern for all peaks. 'H NMR (300 MHz, DMSO): 1.21 (3H, t), 4.06 (2H, q), 6.31 (1H, d), 7.48
(1H, d), 7.33 (1H, t), 7.38 (2H, m), 7.54 (2H, d).
7
6
5
4
PPM
3
2
1
X
0
Chapter 19 Solutions
Organic Chemistry
Ch. 19 - PRACTICE PROBLEM 19.1 (a) Write a mechanism. for...Ch. 19 - Practice Problem 19.2
Since the products obtained...Ch. 19 - Prob. 3PPCh. 19 - PRACTICE PROBLEM 19.4
Write mechanisms that...Ch. 19 - Prob. 5PPCh. 19 - Prob. 6PPCh. 19 - Practice Problem 19.7 The acid-catalyzed aldol...Ch. 19 - Prob. 8PPCh. 19 - Practice Problem 19.9
(a) Provide a mechanism for...Ch. 19 - Prob. 10PP
Ch. 19 - Practice Problem 19.11 Outlined below is a...Ch. 19 - Prob. 12PPCh. 19 - Prob. 13PPCh. 19 - Prob. 14PPCh. 19 - Practice Problem 19.15
Starting with ketones and...Ch. 19 - Practice Problem 19.16 Assuming that dehydration...Ch. 19 - Practice Problem 19.17 What starting compound...Ch. 19 - Practice Problem 19.18
What experimental...Ch. 19 - Prob. 19PPCh. 19 - Practice Problem 19.20
When acrolein (propenal)...Ch. 19 - Prob. 21PPCh. 19 - PRACTICE PROBLEM 19.22
Qutline reasonable...Ch. 19 - Prob. 23PCh. 19 - Show all steps in the following syntheses. You may...Ch. 19 - Prob. 25PCh. 19 - Prob. 26PCh. 19 - Prob. 27PCh. 19 - 19.28 Show how the diketone at the right could be...Ch. 19 - Prob. 29PCh. 19 - 19.30 Write a detailed mechanism for the following...Ch. 19 - Prob. 31PCh. 19 - Prob. 32PCh. 19 - 19.33 Predict the products from each of the...Ch. 19 - Prob. 34PCh. 19 - Show how each of the following transformations...Ch. 19 - Prob. 36PCh. 19 - What reagents would you use to bring about each...Ch. 19 - Prob. 38PCh. 19 - Prob. 39PCh. 19 - 19.40 When the aldol reaction of acetaldehyde is...Ch. 19 - Prob. 41PCh. 19 - Prob. 42PCh. 19 - 19.43 The following reaction illustrates the...Ch. 19 - What is the structure of the cyclic compound that...Ch. 19 - Prob. 45PCh. 19 - Prob. 46PCh. 19 - Prob. 47PCh. 19 - Predict the products from the following reactions....Ch. 19 - Prob. 49PCh. 19 - Prob. 50PCh. 19 - Prob. 51PCh. 19 - Prob. 52PCh. 19 - Prob. 53PCh. 19 - The Perkin condensation is an aldol-type...Ch. 19 - 19.55 (a) Infrared spectroscopy provides an easy...Ch. 19 - Allowing acetone to react with 2 molar equivalents...Ch. 19 - (+) Fenchone is a terpenoid that can be isolated...Ch. 19 - Prob. 58PCh. 19 - Prob. 59PCh. 19 - 19.60 Develop a synthesis for the following...Ch. 19 - 19.61 Provide a mechanism for each of the...Ch. 19 - 19.62 (a) Deduce the structure of product A,...Ch. 19 - Prob. 63PCh. 19 - Prob. 1LGP
Additional Science Textbook Solutions
Find more solutions based on key concepts
33. Consider the reaction:
The tabulated data were collected for the concentration of C4H8 as a function...
Chemistry: Structure and Properties
1. What did each of the following scientists contribute to our knowledge of the atom?
a. William Crookes
b. E...
Chemistry For Changing Times (14th Edition)
The term electronic configuration should be explained. Concept introduction: The protons and neutrons of an ato...
Living by Chemistry
1. Write the structure(s) of the major product(s) obtained when 2-chloro-2,3-dimethylbutane reacts with
(a) So...
Organic Chemistry
Practice Exercise 1
Which of the following is the correct description of the inside of a grapefruit?
It is a p...
Chemistry: The Central Science (14th Edition)
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
- i will upvote plz in detailarrow_forward(b) Reaction between an aldehyde and ketone (see below), in base gives a compound A with spectrum: 8 1.10 (9H, s), 1.17 (9H, s), 6,4 (1H. d. J 15 Hz), 7.0 (1H, d. J 15 Hz). What is its structure? When this compound reacts with HBr it gives compound B with this NMR spectrum: õ 1.08 (9H, s), 1.13 (9H, s), 2.71 (1H, dd, J 1.9 Hz, 17.7 Hz), 3.25 (1H, dd, J 10.0 Hz, 17.7 Hz), 4.38 (1H, dd, J 1.9 Hz, 10.0 Hz). Suggest a structure, assign the spectrum and give a mechanism for the formation of compound B. H. base HBr B C1H200 CH21Broarrow_forward2. The compound with the closed formula C4H9Br gives the following 1H NMR data. Write the clear formula of the compound with reasons. 1.0 ppm (triplet, 3 H); 1.7 ppm (dublet, 3H); 1.8 ppm (multiplet, 2H); 4.2 ppm (multiplet, 1H)arrow_forward
- 5. A compound having molecular formula C,H,OS reacts with hydrazine hydrate forming a product C with molecular formula C₁H,N₂S₂. The ¹H-NMR and ¹C-NMR spectra of the product is given below. Identify compounds A and C. Also, assign each NMR peak. Answer as soon as possible within 10 minutes with proper explanation in handwritten form. Don't answer after 11:58 PM Otherwise I will downvote and report !! Thank youarrow_forwardThe spectra down below is experimental (Williamson ether synthesis) Include the 1H-NMR and 13C-NMR data for the product in separate tables with a labeled diagram USING THE NMR SPECTRA DOWN BELOW REQUIRED IN A TABLE - 1H: chemical shift (experimental), chemical shift (literature), multiplet structure,integration, assignment REQUIRED IN A TABLE -13C: chemical shift (experimental), chemical shift (literature), assignmentarrow_forwardJacobsen's catalyst was used for the expoxidation of styrene to form styrene oxide. Label the proton NMR spectrum assigning peaks to the protons.arrow_forward
- This CANNOT be hand-drawn. Please digitally draw/illustrate and type any explanations.arrow_forwardThe NMR spectrum of 3-nitroaniline was taken in deuterated dimethylsulfoxide (DMSO), not CDCl3. Why? a) The residual CHCl3 peak would get in the way of the aromatic peaks in the product.b) 3-Nitroaniline is not soluble in CDCl3.c) DMSO allows visualization of the peaks for the NH2 group.d) 3-Nitrobenzamide is not soluble in CDCl3.arrow_forward10. The following spectra were acquired from a compound made by dehydration of a secondary alcohol and sulfuric acid, with heat. In the 'H-NMR, the signals at 5.4, 2.0, 1.6 and 1.4 are multiplets, the signal at 0.9 is a triplet. Propose a structure which is consistent with the spectra, and using that structure assign the 'H-nmr and the infrared spectra. LOD assign the characteristic vibrations. 1673 1378 3025 2863 1456 965 2931 4000 3000 2000 1500 1000 50 HAVENUMBERI -l 2H 2H 3H integrations: 3H 2H Assign the proton NMR proton nmr (left) carbon – nmr(below) 35 132 125 22 14 18 11 1ppm 0 10 8 6 4 2 200 180 160 140 120 100 80 60 40 20 ppm o 100 55 Likely parent ion? Base peak? 80 60 Your answer: 40 84 69 20- 10 20 30 40 50 60 70 80 90 100 m/z Relative Intensityarrow_forward
- Please provide a structure consistent with the following IR, 1³C NMR, and 'H NMR spectra. NMR/13C NMR spectrum. assign at least two bands in the IR and assign all protons in the 'Harrow_forwardplease help with this, i want to use this to study. please draw a compound given the following infoarrow_forwardExamine the 1H NMR spectrum of sesamin attached a. In the TABLE directly below the structure of sesamin shown here, assign 1H NMR peak ppm values to the equivalent sets of NON-AROMATIC hydrogensarrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Macroscale and Microscale Organic ExperimentsChemistryISBN:9781305577190Author:Kenneth L. Williamson, Katherine M. MastersPublisher:Brooks Cole
EBK A SMALL SCALE APPROACH TO ORGANIC LChemistryISBN:9781305446021Author:LampmanPublisher:CENGAGE LEARNING - CONSIGNMENT
Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
Macroscale and Microscale Organic Experiments
Chemistry
ISBN:9781305577190
Author:Kenneth L. Williamson, Katherine M. Masters
Publisher:Brooks Cole
EBK A SMALL SCALE APPROACH TO ORGANIC L
Chemistry
ISBN:9781305446021
Author:Lampman
Publisher:CENGAGE LEARNING - CONSIGNMENT
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning
Mass Spectrometry; Author: Professor Dave Explains;https://www.youtube.com/watch?v=hSirWciIvSg;License: Standard YouTube License, CC-BY