What would be the likely effect of exchanging the bromine atom in 3-bromopentane with a chlorine atom on the chemical shift of the proton adjacent to the halogen? Hint: Consider the electronegativity difference between chlorine and bromine.
Added by Juan C.
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Step 1: Bromine is less electronegative than chlorine, so when the bromine atom in 3-bromopentane is exchanged with a chlorine atom, the electron density around the halogen will increase due to the higher electronegativity of chlorine. Show more…
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