1,3-dipole

{| class="toccolours" border="1" style="float: right; clear: right; margin: 0 0 1em 1em; border-collapse: collapse;" | align="center" bgcolor="#ffffff" | 100px120px100px |- | From top to bottom, azides, nitrones, and nitro compounds are examples of 1,3-dipoles. |- |}

In organic chemistry, a 1,3-dipolar compound or 1,3-dipole is a dipolar compound with delocalized electrons and a separation of charge over three atoms, as follows: the dipole has at least one resonance structure with positive and negative charges having a 1,3 relationship which can generally be denoted as , where a may be a carbon, oxygen or nitrogen, b may be nitrogen or oxygen, and c may be a carbon, oxygen or nitrogen. thumb|402x402px|A demonstration that how some well known 1,3-dipoles like ozone, nitro compounds and azides can be shown to have a resonance structure having 1,3 relationship between positive and negative formal charges