The reaction of (Z)-2-pentene with water and a trace of H₂SO₄ forms two products. Identify the products from their mass spectra.
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Which occurs at a larger wavenumber:

a. the C–O stretch of phenol or the C–O stretch of cyclohexanol?

b. the C=O stretch of a ketone or the C=O stretch of an amide?

c. the C–N stretch of cyclohexylamine or the C–N stretch of aniline?

a. Which occurs at a larger wavenumber:

3. a C–N stretch or a C=N stretch?

4. a C=O stretch or a C–O stretch?

a. Which occurs at a larger wavenumber:

1. a C=C stretch or a C=C stretch?

2. a C–H stretch or a C–H bend?

Using curved arrows, show the principal fragments you would expect to see in the mass spectrum of each of the following compounds:

c.

Using curved arrows, show the principal fragments you would expect to see in the mass spectrum of each of the following compounds:

f.

Using curved arrows, show the principal fragments you would expect to see in the mass spectrum of each of the following compounds:

d.