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Topic: Proton Splitting and Proton Equivalence etc...  (Read 3445 times)

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Offline MaryHansen

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Proton Splitting and Proton Equivalence etc...
« on: February 03, 2010, 09:19:14 PM »
currently, i'm on the NMR Spectroscopy chapter for Organic Chemistry and this proton spectroscopy is really bothering me. I don't understand what it is.

For example, under what condition is protons gonna split? And how do I know when adjacent protons are considered equivalent?

Offline orgopete

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Re: Proton Splitting and Proton Equivalence etc...
« Reply #1 on: February 03, 2010, 10:41:20 PM »
I think sometimes it is better to discover an answer rather than have someone try to explain it to you. For example, bromoethane has two signals in the NMR. There is a signal with 4 peaks at 3.3 ppm and a signal at 1.6 ppm with three peaks. The signal at 3.3 ppm contains 2H from the integral and the peak at 1.6 ppm is 3H. Why are there 4 peaks in the 3.3 ppm signal?

Question 2, if you replace each of the hydrogens of the CH3 group with a chlorine to give a bromochloroethane, how many isomers would form upon replacing each hydrogen? This simple replacement test is a test for hydrogens that are chemically equivalent. If you get the same compound, then the hydrogens are equivalent.

Question 3, what is the relation between the number of peaks and the number of hydrogens that are on the adjacent carbon?  

(If you contact me, I can send you a tutorial I have written that explains the NMR spectra for several examples.)
Author of a multi-tiered example based workbook for learning organic chemistry mechanisms.

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