Cyclobutane and its substituted derivatives readily undergo a ring flip (or ring inversion) as pictured below. [![enter image description here][1]][1] The barrier to ring flipping is very low, around 1.5 kcal/mole. So at room temperature the flipping process is happening very rapidly. Cyclobutane exists as a puckered molecule as depicted in $\ce{A}$ and $\ce{B}$; in the ring flipping process, the molecule passes through a planar transition state. Only molecules that belong to symmetry classes (point groups) - $\ce{C_{n}}$ (the molecule only contains a $\ce{C_n}$ axis - $\ce{C_{nv}}$ (the molecule contains a $\ce{C_n}$ axis and a $\ce{\sigma}_v$ plane) - $\ce{C_{s}}$ (the molecule only has a plane of symmetry that contains the entire molecule) can have a dipole moment. Conformers $\ce{A}$ and $\ce{B}$ both have $\ce{C_{s}}$ symmetry and therefore do have a dipole moment; however, the planar transition state does not have a dipole moment. So at room temperature where flipping is rapid, the molecule does not have a dipole moment. If you cooled the system down to very low temperature where conformers $\ce{A}$ and $\ce{B}$ were not flipping, then you could measure a dipole moment. [1]: https://i.sstatic.net/BquI2.png