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
Videos
Textbook Question
Chapter 13, Problem 13.41SP
For each compound shown below.
- 1. sketch the 13 C N M R spectrum (totally decoupled, with a singlet for each type of carbon), showing approximate chemical shifts.
- 2. show the multiplicity expected for each signal in the off-resonance-decoupled spectrum.
- 3. sketch the spectra expected using the DEPT-90 and DEPT-135 techniques.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Provide structures that are consistent with the attached DEPT spectra (A-C). Each set of spectra includes a DEPT-90 (top), DEPT-135 (middle) and standard 13C decoupled spectrum (bottom).
a) C5H11Br
The mass spectrum of Compound B is shown below:
Draw the most likely species responsible for the signals at m/z 43, 77, and 105.
Which compounds (A-F) match with the corresponding IR spectrums (1-2)?
Chapter 13 Solutions
Organic Chemistry Plus Masteringchemistry With Pearson Etext, Global Edition
Ch. 13.5A - In a 300-MHz spectrometer, the protons in...Ch. 13.5B - Prob. 13.2PCh. 13.6 - Determine the number of different kinds of protons...Ch. 13.6 - Prob. 13.4PCh. 13.7 - Draw the integral trace expected for the NMR...Ch. 13.7 - Prob. 13.6PCh. 13.8C - Draw the NMR spectra you would expect for the...Ch. 13.8D - Draw the NMR spectra you expect for the following...Ch. 13.8D - a. Assign protons to the peaks in the NMR spectrum...Ch. 13.8D - Prob. 13.10P
Ch. 13.8D - Two spectra are shown. Propose a structure that...Ch. 13.9 - Prob. 13.12PCh. 13.9 - The spectrum of trans-hex-2-enoic acid follows. a....Ch. 13.9 - Prob. 13.14PCh. 13.9 - Prob. 13.15PCh. 13.10 - Prob. 13.16PCh. 13.10 - If the imaginary replacement of either of two...Ch. 13.10 - Predict the theoretical number of different NMR...Ch. 13.11B - Prob. 13.19PCh. 13.11B - Prob. 13.20PCh. 13.11B - Prob. 13.21PCh. 13.11B - Prob. 13.22PCh. 13.11B - Prob. 13.23PCh. 13.11B - Prob. 13.24PCh. 13.12E - Draw the expected broadband-decoupled 13 C N M R...Ch. 13.12E - a. Show which carbon atoms correspond with which...Ch. 13.12E - Repeat Problem13-25, sketching the...Ch. 13.12F - Prob. 13.28PCh. 13.13 - A bottle of allyl bromide was found to contain a...Ch. 13.13 - A laboratory student was converting cyclohexanol...Ch. 13.14 - Sets of spectra are given for two compounds. For...Ch. 13 - An unknown compound has the molecular formula C 9...Ch. 13 - Prob. 13.34SPCh. 13 - Predict the approximate chemical shifts of the...Ch. 13 - Prob. 13.36SPCh. 13 - Prob. 13.37SPCh. 13 - Prob. 13.38SPCh. 13 - Prob. 13.39SPCh. 13 - Prob. 13.40SPCh. 13 - For each compound shown below. 1. sketch the 13 C...Ch. 13 - Prob. 13.42SPCh. 13 - Prob. 13.43SPCh. 13 - Prob. 13.44SPCh. 13 - Prob. 13.45SPCh. 13 - Prob. 13.46SPCh. 13 - A compound was isolated as a minor constituent in...Ch. 13 - Prob. 13.48SPCh. 13 - The three isomers of dimethylbenzene are commonly...Ch. 13 - a. Draw all six isomers of formula C 4 H 8...Ch. 13 - Prob. 13.51SPCh. 13 - Hexamethylbenzene undergoes free-radical...Ch. 13 - Each of these four structures has molecular...Ch. 13 - Prob. 13.54SPCh. 13 - Phenyl Grignard reagent adds to 2-methylpropanal...Ch. 13 - Prob. 13.56SP
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
- The mass spectrum of a ketone (C7H14O) exhibits a base peak at m/z = 57. Is the ketone most likely heptan-2-one, heptan-3-one, or heptan-4-one? Explainarrow_forwardA molecule produces an IR spectrum with key peaks at approximately 3300 and 2100 cm⁻¹. The mass spectrum has a molecular ion with a m/z = 68, and major fragment with m/z of 39. Draw a structure that best fits this data.arrow_forwardThe mass spectrum of compound C, with a molecular formula C8H7BrO2 is shown below. 1.Draw the most likely ion fragment for the signals at m/z 155, 159, 183, and 185.Explain why these signals appear as pairs with almost similar intensities in the mass spectrum. 2.Identify and draw the structure of compound C.arrow_forward
- In the attached H1-NMR, draw and identify each set of equivalent hydrogens in the structure and list peak they belong to in the NMR spectrum.arrow_forward2) Answer the following questions based on the 13C NMR Specturm provided: a)Are there any peaks upfield of 70 ppm seen in the 13 13C NMR spectrum, yes or no? If so list the corresponding ppm values. b) What is the chemical shift in ppm for the carbonyl (C=O) in the 13C NMR spectrum?arrow_forward(Eugenol) - Identify all the peaks from the IR spectrum. Be sure to list the cm-1 and the bond that corresponds to each peakarrow_forward
- The mass spectrum of 1-propanol shows a large peak at m/z=31. Draw the structure of the fragment and explain why it is particularly stable.arrow_forwardFor each compound shown below,(1) sketch the 13C NMR spectrum (totally decoupled, with a singlet for each type of carbon), showing approximatechemical shifts.(2) show the multiplicity expected for each signal in the off-resonance-decoupled spectrum.(3) sketch the spectra expected using the DEPT-90 and DEPT-135 techniques. H2C CH CH2Cl3-chloropropenearrow_forwardCalculate the IHD and identify the important peaks in the following MS spectral data and draw the structure of the important peaks in the following MS spectral data.arrow_forward
- Cyclohex-2-enone has two protons on its carbon-carbon double bond (labeled Ha and Hb) and two protons on the carbon adjacent to the double bond (labeled Hc). (a) If Jab = 11 Hz and Jbc = 4 Hz, sketch the splitting pattern observed for each proton on the sp2 hybridized carbons. (b) Despite the fact that Ha is located adjacent to an electron-withdrawing C=O, its absorption occurs upfield from the signal due to Hb (6.0 vs. 7.0 ppm). Offer an explanation.arrow_forwardAlthough 2,2-dimethylhexane has a molecular weight of 114, no peak is observed at m/z = 114. The base peak in the mass spectrum occurs at M-57 (a) Draw the fragmentation responsible for the formation of M-57 ion (b) Explain why this cation is the most abundant ion to pass through the spectrometer. (c) Explain why no molecular ion survive long enough to be detected. (d) Can you offer an explanation as to why M-15 peak is not the base peak?arrow_forwardFind how many peaks will appear in the proton (1H) NMR spectrum and carbon (13C) NMR spectrum of each molecue. Don't take into account splitting in the proton(1H) NMRarrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
Macroscale and Microscale Organic ExperimentsChemistryISBN:9781305577190Author:Kenneth L. Williamson, Katherine M. MastersPublisher:Brooks Cole
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning
Macroscale and Microscale Organic Experiments
Chemistry
ISBN:9781305577190
Author:Kenneth L. Williamson, Katherine M. Masters
Publisher:Brooks Cole
NMR Spectroscopy; Author: Professor Dave Explains;https://www.youtube.com/watch?v=SBir5wUS3Bo;License: Standard YouTube License, CC-BY