Question

Which underlined proton (or sets of protons) has the greater chemical shift (that is, the higher frequency signal)?

Short answer

The protons with a greater chemical shift are underlined below.

Step-by-step solution

Step-by-Step SolutionStep 1: Electronegativity

Electronegativity is the electron attracting power of an atom.Its chemical shift is greater if a proton is attached to a higher electronegative atom.

Bond order

If a proton is attached to higher bond ordered carbon (double bond or triple bond), its chemical shift is higher.

Nature of hydrocarbons

There are three types of carbons in a hydrocarbon chain:primary, secondary, and tertiary.

A tertiary proton has a greater chemical shift than a secondary and primary.

Hence, the following underlined protons have the greatest chemical shift:

Underlined protons have the highest chemical shift