Concept explainers
Interpretation:
Based on the NMR spectrum in Figure 16-32, it is to be determined and explained whether the unknown 1 is
Concept introduction:
In
In addition to chemical shift, a
Complicated splitting patterns can result when a proton is unequally coupled to two or more protons that are different from one another.
The ideal range for
Answer to Problem 16.30P
Based on the NMR spectrum in Figure 16-32, the unknown 1 is
Explanation of Solution
The given proton NMR for the unknown 1 in Figure 16-32 is
The given molecular formula for unknown 1 is
The spectrum appears to have four signals. Therefore, there are at least four distinct types of protons in the unknown 1. The relative integrations tell the number of hydrogen atoms associated with that particular peak. The summation of intergrations given in the spectrum is
The triplet at
The signal
The structures for
Both compounds are monosubstituted benzenes. Therefore, the aromatic region of the proton NMR will be similar for both of them. The difference in the structures of the two compounds arises from the difference in connectivity of the methyl groups and two
In the first compound, which is on the left, there would be four signals. It will have a
The second compound, which is on the right, would also have four signals. It will have a
The spectrum shown in Figure 16-32 matches with the splitting patterns and integrations in
The structure of the unknown compound can be proposed based on its
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Chapter 16 Solutions
ORGANIC CHEMISTRY E-BOOK W/SMARTWORK5
- A 300-MHz spectrometer records a proton that absorbs at a frequency 2130 Hz downfield(deshielded) from TMS. ) Predict this proton’s chemical shift at 60 MHz. In a 60-MHz spectrometer, how fardownfield (in hertz) from TMS would this proton absorb?arrow_forwardHow many unique signals in HNMR will this compound have? Can you draw them out so I can see?arrow_forwardHow many peaks can you identify from the NMR spectrum? To which does each chemical shift peak corresponds?arrow_forward
- How many signals are greater than 100 ppm in the 13C NMR? How many signals are less than 100 ppm in the 13C NMR? How many signals total in the 13C NMR?arrow_forwardIndicate and circle the most important stretching signal from choices: N-H, O-H, C- - -N, C=O, C-O C8H10O2arrow_forwardWhich of the highlighted carbon atoms in each attached molecule absorbs farther downfield ?arrow_forward
- Identify likely groups and identify likely signals on the IR. (ex. OH, NH, C=C, C-H sp3, aromatic etc)arrow_forwardBased on the spectra you located, does your molecule have a carbonyl? If so, what functional group is it a part of (carboxylic acid, ketone, aldehyde, ester, amide) and what is the frequency (in wavenumbers) of the absorption peak? If not, what is the approximate frequency range for a carbonyl? Does your molecule have either an –O-H or –N-H bond? If so, what functional group is it a part of (carboxylic acid, alcohol, amine, amide) and what is the frequency (in wavenumbers) of the absorption peak? If not, what are the approximate frequency ranges for an –O-H and an –N-H bond? Does your molecule have either an alkyne or nitrile functional group? If so, which functional group is it and what is the frequency (in wavenumbers) of the absorption peak? If not, what is the approximate frequency range for a triple bond?arrow_forwardCan you explain this nmr to me pleasearrow_forward
- Each line in a 13CNMR spectrum corresponds to a different kind of carbon atom. How many 13CNMR signals does each compound exhibit? ( please explain)arrow_forwardAnswer Q1 ??arrow_forwardHow do I interpret, label, and determine which molecule this H NMR graph represents? The three molecule choices are methylene cyclohexane, 3-methylcyclohexene, or 1-methylcyclohexene.arrow_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage LearningOrganic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning