What hydrogens give the ¹H NMR signal with the highest frequency? $\mathrm { F } - \mathrm { CH } _ { 2 } \mathrm { CH } _ { 2 } \mathrm { CH } _ { 2 } \mathrm { CH } _ { 2 } \mathrm { CH } _ { 2 } - \mathrm { Br }$
$\begin{array} { l l l l l } \quad\quad1 & 2 & 3 & 4 & 5 \end{array}$

Question

What hydrogens give the ¹H NMR signal with the highest frequency?

\mathrm { F } - \mathrm { CH } _ { 2 } \mathrm { CH } _ { 2 } \mathrm { CH } _ { 2 } \mathrm { CH } _ { 2 } \mathrm { CH } _ { 2 } - \mathrm { Br }

\begin{array} { l l l l l } \quad\quad1 & 2 & 3 & 4 & 5 \end{array}

Quizplus · Accepted Answer

The hydrogens closest to the fluorine atom (position 1) will experience the highest deshielding effect due to the electronegativity of fluorine, resulting in the highest frequency NMR signal.

What Hydrogens Give the 1H NMR Signal with the Highest F−CH2CH2CH2CH2CH2−Br\mathrm { F } - \mathrm { CH } _ { 2 } \mathrm { CH } _ { 2 } \mathrm { CH } _ { 2 } \mathrm { CH } _ { 2 } \mathrm { CH } _ { 2 } - \mathrm { Br }F−CH2​CH2​CH2​CH2​CH2​−Br

What Hydrogens Give the ¹H NMR Signal with the Highest $\mathrm { F } - \mathrm { CH } _ { 2 } \mathrm { CH } _ { 2 } \mathrm { CH } _ { 2 } \mathrm { CH } _ { 2 } \mathrm { CH } _ { 2 } - \mathrm { Br }$