(-320,150)(-330,100)(-400,0)\put(190,190){\tikz\draw[thick,-stealth](0,0) -- (2,0);}\hspace{3cm}\tetramethylenei{1==H$\bf_3$C;2s==\put(-30,-10){$^+$};4==CH$\bf_3$;3s==\put(-100,-400){Br$^-$}}{2Sb==\put(-280,70){H$\bf_3$C};3==CH$\bf_3$}\electronAHshiftBezier[->](-400,-20)(-400,100)(-450,130)(-520,180)\put(150,190){\tikz\draw[thick,-stealth](0,0) -- (2,0);}\hspace{3cm}\tetramethylenei{1==H$\bf_3$C;4==CH$\bf_3$}{2Sa==Br;2Sb==\put(-280,70){H$\bf_3$C};3==CH$\bf_3$}](https://gaia-sb.iwate-med.ac.jp/pharm/filter/tex/pix.php/7b4d94bc22b0ead5b1d3469db830df42.svg "\put(-300,100){\sffamily\bfseries 5}\tetramethylenei{1==H$\bf_3$C;3s==\put(-30,-10){$^+$};4==CH$\bf_3$}{2Sa==\lmoiety{H$\bf_3$C};2Sb==\put(-280,70){H$\bf_3$C}}\hspace{0cm}\electronAHshiftBezier[->](-355,260)(-320,150)(-330,100)(-400,0)\put(190,190){\tikz\draw[thick,-stealth](0,0) -- (2,0);}\hspace{3cm}\tetramethylenei{1==H$\bf_3$C;2s==\put(-30,-10){$^+$};4==CH$\bf_3$;3s==\put(-100,-400){Br$^-$}}{2Sb==\put(-280,70){H$\bf_3$C};3==CH$\bf_3$}\electronAHshiftBezier[->](-400,-20)(-400,100)(-450,130)(-520,180)\put(150,190){\tikz\draw[thick,-stealth](0,0) -- (2,0);}\hspace{3cm}\tetramethylenei{1==H$\bf_3$C;4==CH$\bf_3$}{2Sa==Br;2Sb==\put(-280,70){H$\bf_3$C};3==CH$\bf_3$}")
\put(-300,100){\sffamily\bfseries 5}
\tetramethylenei{1==H$\bf_3$C;3s==\put(-30,-10){$^+$};4==CH$\bf_3$}{2Sa==\lmoiety{H$\bf_3$C};2Sb==\put(-230,70){H$\bf_3$C}}
\hspace{0cm}
\electronAHshiftBezier[->](-355,260)(-320,150)(-330,100)(-400,0)
\put(190,190){\tikz\draw[thick,-stealth](0,0) -- (2,0);}
\hspace{3cm}
\tetramethylenei{1==H$\bf_3$C;2s==\put(-30,-10){$^+$};4==CH$\bf_3$;3s==\put(-100,-400){Br$^-$}}{2Sb==\put(-230,70){H$\bf_3$C};3==CH$\bf_3$}
\electronAHshiftBezier[->](-400,-20)(-400,100)(-450,130)(-520,180)
\put(150,190){\tikz\draw[thick,-stealth](0,0) -- (2,0);}
\hspace{3cm}
\tetramethylenei{1==H$\bf_3$C;4==CH$\bf_3$}{2Sa==Br;2Sb==\put(-230,70){H$\bf_3$C};3==CH$\bf_3$}