Chapter 14: Q79P (page 683)
Question:Identify each of the following compounds from its mass spectrum, IR spectrum, 1H and NMR spectrum:
a.



b.

Short Answer
a.


b.

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Chapter 14: Q79P (page 683)
Question:Identify each of the following compounds from its mass spectrum, IR spectrum, 1H and NMR spectrum:
a.



b.

a.


b.

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How canNMR be used to prove that the addition of HBr to propene follows the rule that says that the electrophile adds to the sp2 carbon bonded to the most hydrogens?
Sketch the following spectra that would be obtained for 2-chloroethnol:
a. The 1H NMR spectrum for an anhydrous sample of the alcohol.
b. The 1H NMR spectrum for a sample of the alcohol that contains a trace amount of acid.
c. The 13C NMR spectrum.
d. The proton-coupled 13C NMR spectrum.
e. The four parts of a DEPT13C NMR spectrum.
The 1H NMR spectrum of 2-propane-1-ol is shown here. Indicate the protons in the molecule that are responsible for each of the signals in the spectrum.

Identify each of the following compounds from its molecular formula and its NMR spectrum:
a.

b.

c.

d.

Which underlined proton (or sets of protons) has the greater chemical shift (that is, the higher frequency signal)?

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