Chapter 13: 54P (page 419)
The compound whose 1H NMR spectrum is shown has the molecular
formula C4H7O2CI and has an infrared absorption peak at 1740cm-1.
Propose a structure.
Chapter 13: 54P (page 419)
The compound whose 1H NMR spectrum is shown has the molecular
formula C4H7O2CI and has an infrared absorption peak at 1740cm-1.
Propose a structure.
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Get started for freePropose structures for compounds that fit the following descriptions:
(a) A hydrocarbon with seven lines in its 13C NMR spectrum
(b) A six-carbon compound with only five lines in its 13C NMR spectrum
(c) A four-carbon compound with three lines in its 13C NMR spectrum
Long-range coupling between protons more than two carbon atoms apart is sometimes observed when p bonds intervene. An example is found in 1-methoxy-1-buten-3-yne. Not only does the acetylenic proton, , couple with the vinylic proton , it also couples with the vinylic proton , four carbon atoms away. The data are:
Construct tree diagrams that account for the observed splitting patterns of ,, and .
Predict the splitting pattern for each kind of hydrogen in isopropyl propanoate,.
Compound A, a hydrocarbon with = 96 in its mass spectrum, has the spectral data given below. On reaction with , followed by treatment with basic , A is converted into B, whose spectral data are also given below. Propose structures for A and B.
Compound A Broadband-decoupled NMR: 26.8, 28.7, 35.7, 106.9, 149.7 d DEPT-90: no peaks DEPT-135: no positive peaks; negative peaks at 26.8, 28.7, 35.7, 106.9 d
Compound B Broadband-decoupled NMR: 26.1, 26.9, 29.9, 40.5, 68.2 d DEPT-90: 40.5 d DEPT-135: positive peak at 40.5 d; negative peaks at 26.1, 26.9, 29.9, 68.2 d
Question: Propose structures for the three compounds whose NMR spectra are shown.
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