Chapter 13: Q 15. (page 512)
Question: Which highlighted bond in each pair absorbs at a higher wavenumber?
Short Answer
Answer
Chapter 13: Q 15. (page 512)
Question: Which highlighted bond in each pair absorbs at a higher wavenumber?
Answer
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Get started for freeQuestion: Which of the following possible structures for X can be excluded on the basis of its IR spectrum?
Question: The low-resolution mass spectrum of an unknown analgesic X had a molecular ion of 151. Possible molecular formulas include , , and . High-resolution mass spectrometry gave an exact mass of 151.0640. What is the molecular formula of X?
Question:What cations are formed in the mass spectrometer by α cleavage of each of the following compounds?
Question: What molecular ions would you expect for compounds having each of the following molecular formulas: (a); (b); (c); (d)?
Oxidation of citronellol, a constituent of rose and geranium oils, with PCC in the presence of added NaOCOCH3 forms compound A. A has a molecular ion in its mass spectrum at 154 and a strong peak in its IR spectrum at 1730 cm-1. Without added NaOCOCH3, oxidation of citronellol with PCC yields isopulegone, which is then converted to B with aqueous base. B has a molecular ion at 152, and a peak in its IR spectrum at 1680 cm-1.
a. Identify the structures of A and B.
b. Draw a mechanism for the conversion of citronellol to isopulegone.
c. Draw a mechanism for the conversion of isopulegone to B.
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