A compound displays a NMR spectrum with a single sharp signal at ppm and no other peaks. Which of the following compounds is most likely responsible for this spectrum?
A
(benzene)
B
(ethylene)
C
(ethane)
D
(methanol)
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1
Identify the number of distinct proton environments in each compound. A single sharp signal in the \( ^1H \) NMR spectrum indicates all protons are chemically equivalent.
Consider benzene (\( C_6H_6 \)): all six protons are in identical environments due to the molecule's symmetry, leading to one sharp signal.
Consider ethylene (\( C_2H_4 \)): the four protons are equivalent in pairs (cis and trans), but typically show one signal because of rapid rotation, but the chemical shift is usually different from 7.26 ppm.
Consider ethane (\( C_2H_6 \)): all six protons are equivalent, but the chemical shift is usually around 1 ppm, not 7.26 ppm.
Consider methanol (\( CH_3OH \)): the methyl protons and hydroxyl proton are in different environments, usually giving more than one signal, and the OH proton often appears broad and exchangeable.