(a)
Interpretation:
The reason as to why ionization of a
Concept introduction:
Each group in a compound exhibits a characteristic fragmentation pattern that help to analyze its mass spectrum. The peak of each and every fragment is observed at different frequency.
(b)
Interpretation:
The structure of the molecular ion of
Concept introduction:
Each group in a compound exhibits a characteristic fragmentation pattern that help to analyze its mass spectrum. The peak of each and every fragment is observed at different frequency. Molecular ion is the radical cation which is formed by ejection of electrons from a molecule when a beam of high-energy electrons are bombarded on a molecule.
(c)
Interpretation:
The curved-arrow mechanism that shows the conversion of the molecular ion of
Concept introduction:
Each group in a compound exhibits a characteristic fragmentation pattern that help to analyze its mass spectrum. The peak of each and every fragment is observed at different frequency. Molecular ion is the radical cation which is formed by ejection of electrons from a molecule when a beam of high-energy electrons are bombarded on a molecule.
Want to see the full answer?
Check out a sample textbook solutionChapter 12 Solutions
EBK ORGANIC CHEMISTRY
- The 1H NMR spectrum, 13C NMR spectrum, mass spectrum, and IR spectrum below belong to a chemical with the molecular formula C4H9XO, where X is a halogen. Provide a structure for that compound. You must explain how you determined the structure for full credit based on the data bellow.arrow_forwardAccount for the following observations: (a) The 1H NMR spectrum of cyclohexane shows a single peak at room temperature, but when the temperate is lowered significantly the peak starts to broaden and then separates into two. (b) At room temperature, the 19F NMR spectrum of PF5 shows two lines, and even at the lowest experimentally accessible temperatures the spectrum is substantially unchanged. (c) In the 1H NMR spectrum of a casually prepared sample of ethanol a triplet and a quartet are seen. These multiplets show additional splittings if the sample is prepared with the careful exclusion of water.arrow_forward(a) What would be the chemical shift of a peak that is observed at 655.2 Hz from the reference tetramethylsilane (TMS) recorded using a 90 MHz spectrometer ? (b) At what frequency would the chemical shift of chloroform (CHCl3, δ = 7.28 ppm) occur relative to TMS on a spectrum recorded on a 300 MHz spectrometer? (c) At what frequency and chemical shift would the signal for chloroform occur when using a 1 GHz NMR spectrometer?arrow_forward
- Draw the structural formulas of the following compounds and indicate the number of NMR signals that would be expected for each compound. (a) methyl iodide (b) 2,4-dimethylpentane (c) cyclopentane (d) propylene (propene)arrow_forwardThe 1H NMR spectrum of 1,2-dimethoxyethane (CH3OCH2CH2OCH3) recorded on a 300 MHz NMR spectrometer consists of signals at 1017 Hz and 1065 Hz downfield from TMS.(a) Calculate the chemical shift of each absorption. (b) At what frequency would each absorption occur if the spectrum were recorded on a 500 MHz NMR spectrometer?arrow_forwardThe 'H NMR spectrum of 1,2-dimethoxyethane (CH;OCH,CH2OCH3) recorded on a 300 MHz NMR spectrometer consists of signals at 1017 Hz and 1065 Hz downfield from TMS. (a) Calculate the chemical shift of each absorption. (b) At what frequency would each absorption occur if the spectrum were recorded on a 500 MHz NMR spectrometer?arrow_forward
- Logically deduce the structure of compound 1B whose Spectra are given: Molecular formula C4H8Oarrow_forwardThe base peak in the mass spectrum of an alkane, C7H16, appears at m/z =57. Draw a molecule that is consistent with these data.arrow_forwardUse the following information to propose a molecular formula for nootkatone, a compound partly responsible for the characteristic odor of grapefruit. Nootkatone contains the elements C, H, and O, has ve degrees of unsaturation, and a molecular ion in its mass spectrum at m/z = 218.arrow_forward
- Predict the approximate chemical shifts of the protons in the following compounds. (a) benzene (b) cyclohexanearrow_forwardIn a 300 MHz NMR spectrometer, A) what is the Larmor frequency in MHz of a 15N nucleus? g H = N 26.752; g = 2.7126; B) Using the same NMR instrument, suppose that a 13C nucleus from a sample generates a signal which has a frequency of 11,250 Hz higher than that from the carbons in TMS. What is the chemical shift of that carbon atom from the sample? A) 30 MHz; B) 0.15 ppm OA) 25 MHz; B) 0.35 ppm A) 35 MHz; B) 0.30 ppm OA) 25 MHz; B) 0.55 ppmarrow_forwardPredict the masses and the structures of the most abundant fragments observed in the mass spectra of the following compounds. (a) cyclohexyl isopropyl ether (b) tert-butyl propyl aminearrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning