4.An 'H-NMR of a compound is acquired. The integration for signal A is 5692 and the integration for signalB is 25614. What is the simplest whole number ratio of protons for signals A and B? (Show your work!!!)5.Assign the carbons in the NMR below as either carbonyl, aromatic, or alkyl.20015010050ō (ppm)1

Answered: 4. An 'H-NMR of a compound is acquired.…

Macroscale and Microscale Organic Experiments

7th Edition

ISBN:9781305577190

Author:Kenneth L. Williamson, Katherine M. Masters

Publisher:Kenneth L. Williamson, Katherine M. Masters

Chapter65: Biosynthesis Of Ethanol And Enzymatic Reactions

Section: Chapter Questions

Problem 4Q

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Here are proton NMR data for 1-bromopropane: Ha : triplet (2H) 3.32ppm; Hb : multiplet (2H)1.81ppm; Hc : triplet (3H) 0.93ppm. (Relative integrations shown in parentheses.) a. Through how many bonds can a hydrogen split another hydrogen? b. According to this splitting rule, does Ha split Hc ? c. Is your answer in part a) consistent with the multiplicity listed for peak clusters a and c? d. How many hydrogenssplit Hb ? e. Upon very close inspection of the proton NMR spectrum of 1-bromopropane, you wouldfind that peak cluster b has at least six peaks. Is this consistent with your answer in part d)? f. Speculate as to why any peak cluster with more than four peaks is listed simply as a"multiplet."
3-Bromo-1-phenyl-1-propene shows a complex NMR spectrum in which the vinylic proton at C2 is coupled with both the C1 vinylic proton (J = 16 Hz) and the C3 methylene protons (J = 8 Hz). Draw a tree diagram for the C2 proton signal, and account for the fact that a five-line multiplet is observed.
Following is the mass spectrum of an unknown compound. The two highest peaks are at m/z 120 and 122. Suggest a structure for this compound. (Data from http://webbook.nist.gov/chemistry/.)
The mass spectrum and 13C NMR spectrum of a hydrocarbon are shown. Propose a structure for this hydrocarbon, and explain the spectral data.
3-Methyl-2-butanol has five signals in its 13C NMR spectrum at 17.90, 18.15, 20.00, 35.05, and 72.75 . Why are the two methyl groups attached to C3 nonequivalent? Making a molecular model should be helpful.
V.) A compound with molecular formula C8H10O has the following proton NMR spectrum. Determine the number of protons giving rise to each signal (a, b, c, and d). (SEE PICTURE ATTACHED).
5. Use the 1H-NMR data to determine the structure of the compounds listed below. Indicate which hydrogens are responsible for each signal. a. C2H4C|z: singlet at s 3.7 ppm b. C8H10: § 1.2 ppm (triplet, 3H) § 2.6 ppm (quartet, 2H) § 7.1 ppm (broad singlet, 5H)
Assign each peak with the number in the molecular formula. Explanations will very much be appreciated.
Please answer this question pertaining to organic chemistry.
a) Make a table of the chemical shift, multiplicity and number of hydrogens for each 1H-NMR signal. b) Propose a structure consistent with the data and assign each proton in your structure to a signal in the NMR spectrum.
In a HNMR spectrum, the molecular structure * where A, B and D are different parts that contain no NMR-active atoms, would produce which of the following features? OA Two signals of equal strength, each being a doublet. B. Two signals of equal strength, each being a triplet. OC. Two signals, one three times the strength of the other, with the stronger one being a doublet. D. Two signals, one twice the strength of the other, with the weaker one being a triplet and the other a doublet. OE. One unsplit signal.
None

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