NMR Signals & Peaks of Di-Substituted Benzene Rings

AI Thread Summary
A di-substituted benzene ring with a CH3 group and a Cl atom in the para position will produce three distinct NMR signals due to the presence of chemically equivalent protons. The first signal corresponds to the three equivalent methyl protons, the second to the two equivalent protons adjacent to the chlorine, and the third to the two equivalent protons adjacent to the methyl group. The confusion regarding the ortho and para positions was clarified, confirming that the groups are indeed para to each other. Understanding the n+1 rule is essential for determining the number of peaks, particularly regarding the interactions between chemically equivalent protons. Overall, the analysis of the signals and peaks aligns with the structural arrangement of the substituents on the benzene ring.
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How many NMR signals and peaks will there be for a di-substituted benzene ring and why?
The ring has one CH3 and and a Cl ortho to the CH3.

(This isn't a homework problem but I am running into same issue whenever I encounter rings wrt NMR)

i am specifically confused as to how to apply the n+1 rule to determine the number of peaks, with respect to two chemically equivalent protons.

But first the signals

On the above example, I think there will be 3 signals:
the 3 chemically equivalent methyl protons = signal 1
the 2 chem equiv protons on either side of the Cl = the 2nd signal
the 2 chem equiv protons on either side of the methyl = the 3rd signal

Before I ask about peaks, could someone tell me if this is correct so far?

thanks
 
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You say that the methyl is ortho to the chlorine, but from the description of the protons, it sounds like you're talking about p-chlorotoluene where the groups are para to each other. Which is correct?
 
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Ygggdrasil said:
You say that the methyl is ortho to the chlorine, but from the description of the protons, it sounds like you're talking about p-chlorotoluene where the groups are para to each other. Which is correct?

Sorry not sure why i said ortho, yup i definitely meant para..heres drawing so its clear
 
please ignore that little grey dot above the ring.. no idea what that is (just learning chemdoodle).. thanks
 
Three kinds of protons sounds right.
 
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