Look at the molecule p?bromotoluene ( 1 ) below. There is a plane of symmetry pa

Question

Look at the molecule p?bromotoluene (1) below. There is a plane of symmetry passing through the CH3, Br and the 1 and 4 carbon atoms. The result is that the two protons ortho to the methyl group (Ha) are equivalent as are the carbons they are connected to. The two protons meta to the methyl (Hb) are also equivalent as are their respective carbons.

Question 1: How many unique proton resonances should appear in the proton NMR?
Question 2: How many carbon resonances should appear in the carbon NMR?

Explanation / Answer

Question 1: 3 unique protons

Question 2: 5

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