Skip to main content
edited title
Link
Mithoron
  • 4.6k
  • 14
  • 41
  • 62

Why are Are all the phenyl protons in benzyl alcohol equivalent in the ¹H-NMR spectrum?

added 21 characters in body; edited title
Source Link

1H-NMR problem. Why are these hydrogenall the phenyl protons in benzyl alcohol equivalent in the ¹H-NMR spectrum?

enter image description here

Above Below is a $^1H$$\ce{^1H}$ Nuclear Magnetic Resonance (NMR) spectrum for benzyl alcohol. The hydrogen in the alcohol group gives rise to a unique signal. The two hydrogens in CH2$\ce{CH2}$ give rise to a unique signal with around twice the signal area. What I don't understand is why all hydrogens in the phenyl group are equivalent. My guess would have been there would be 3 signals from the phenyl ring. One pair of H$\ce{H}$ that are equally distant from the methanol, another pair that is also equally distant, and last, a single hydrogen that is the furthest away from the methanol. Clearly this is not the case, and the 5 hydrogen give rise to a single signal only.

Why? What is a good way to think about equivalent and non-equivalent atoms in NMR spectrometry? I would rather avoid rules like the one that says "if you can substitute the hydrogen with another atom and it gives the same compound, the hydrogens are equivalent". I would rather like an intuitive way to think about it, if it's possible!

enter image description here

1H-NMR problem. Why are these hydrogen equivalent?

enter image description here

Above is a $^1H$ Nuclear Magnetic Resonance (NMR) spectrum for benzyl alcohol. The hydrogen in the alcohol group gives rise to a unique signal. The two hydrogens in CH2 give rise to a unique signal with around twice the signal area. What I don't understand is why all hydrogens in the phenyl group are equivalent. My guess would have been there would be 3 signals from the phenyl ring. One pair of H that are equally distant from the methanol, another pair that is also equally distant, and last, a single hydrogen that is the furthest away from the methanol. Clearly this is not the case, and the 5 hydrogen give rise to a single signal only.

Why? What is a good way to think about equivalent and non-equivalent atoms in NMR spectrometry? I would rather avoid rules like the one that says "if you can substitute the hydrogen with another atom and it gives the same compound, the hydrogens are equivalent". I would rather like an intuitive way to think about it, if it's possible!

Why are all the phenyl protons in benzyl alcohol equivalent in the ¹H-NMR spectrum?

Below is a $\ce{^1H}$ Nuclear Magnetic Resonance (NMR) spectrum for benzyl alcohol. The hydrogen in the alcohol group gives rise to a unique signal. The two hydrogens in $\ce{CH2}$ give rise to a unique signal with around twice the signal area. What I don't understand is why all hydrogens in the phenyl group are equivalent. My guess would have been there would be 3 signals from the phenyl ring. One pair of $\ce{H}$ that are equally distant from the methanol, another pair that is also equally distant, and last, a single hydrogen that is the furthest away from the methanol. Clearly this is not the case, and the 5 hydrogen give rise to a single signal only.

Why? What is a good way to think about equivalent and non-equivalent atoms in NMR spectrometry? I would rather avoid rules like the one that says "if you can substitute the hydrogen with another atom and it gives the same compound, the hydrogens are equivalent". I would rather like an intuitive way to think about it, if it's possible!

enter image description here

Tweeted twitter.com/#!/StackChemistry/status/298790018833592321
edited body
Source Link
F'x
  • 23.9k
  • 8
  • 98
  • 152

http://i.imgur.com/wRojr3T.jpgenter image description here

Above is a $^1H$ Nuclear Magnetic Resonance (NMR) spectrum for benzyl alcohol. The hydrogen in the alcohol group gives rise to a unique signal. The two hydrogens in CH2 give rise to a unique signal with around twice the signal area. What I don't understand is why all hydrogens in the phenyl group are equivalent. My guess would have been there would be 3 signals from the phenyl ring. One pair of H that are equally distant from the methanol, another pair that is also equally distant, and last, a single hydrogen that is the furthest away from the methanol. Clearly this is not the case, and the 5 hydrogen give rise to a single signal only.

Why? What is a good way to think about equivalent and non-equivalent atoms in NMR spectrometry? I would rather avoid rules like the one that says "if you can substitute the hydrogen with another atom and it gives the same compound, the hydrogens are equivalent". I would rather like an intuitive way to think about it, if it's possible!

http://i.imgur.com/wRojr3T.jpg

Above is a $^1H$ Nuclear Magnetic Resonance (NMR) spectrum for benzyl alcohol. The hydrogen in the alcohol group gives rise to a unique signal. The two hydrogens in CH2 give rise to a unique signal with around twice the signal area. What I don't understand is why all hydrogens in the phenyl group are equivalent. My guess would have been there would be 3 signals from the phenyl ring. One pair of H that are equally distant from the methanol, another pair that is also equally distant, and last, a single hydrogen that is the furthest away from the methanol. Clearly this is not the case, and the 5 hydrogen give rise to a single signal only.

Why? What is a good way to think about equivalent and non-equivalent atoms in NMR spectrometry? I would rather avoid rules like the one that says "if you can substitute the hydrogen with another atom and it gives the same compound, the hydrogens are equivalent". I would rather like an intuitive way to think about it, if it's possible!

enter image description here

Above is a $^1H$ Nuclear Magnetic Resonance (NMR) spectrum for benzyl alcohol. The hydrogen in the alcohol group gives rise to a unique signal. The two hydrogens in CH2 give rise to a unique signal with around twice the signal area. What I don't understand is why all hydrogens in the phenyl group are equivalent. My guess would have been there would be 3 signals from the phenyl ring. One pair of H that are equally distant from the methanol, another pair that is also equally distant, and last, a single hydrogen that is the furthest away from the methanol. Clearly this is not the case, and the 5 hydrogen give rise to a single signal only.

Why? What is a good way to think about equivalent and non-equivalent atoms in NMR spectrometry? I would rather avoid rules like the one that says "if you can substitute the hydrogen with another atom and it gives the same compound, the hydrogens are equivalent". I would rather like an intuitive way to think about it, if it's possible!

deleted 3 characters in body
Source Link
Mad Scientist
  • 6.2k
  • 2
  • 39
  • 61
Loading
Source Link
user1160
user1160
Loading