The LTI system $\int_{-\infty}^t x(\tau) d\tau$ is invertible with inverse system being $\frac{dx(t)}{dt}$ which is proved with its $$h(t)=u(t)$$ and $$H(s)=1/s,{so}\space H^{-1}(s)=s$$ where $H^{-1}(s)$ is the inverse system transfer function, so $$h^{-1}(t)=\delta'(t), which~is~the~ doublet{\space}function~\frac{d\delta(t)}{dt}$$ where $\delta(t)$ is the delta function
i.e., $y(t)=x'(t)=\frac{dx(t)}{dt}$ is the inverse system of the integrator
All the while the system $dx(t)/dt$ has shown to not have any inverse, on the basis of the argument that any constant function $f(t)=c$ applied to the differentiator give the same "0" output, and also that the associative property in the convolution does not work for integrator as given in this answer: Why aren't the integrator and the differentiator inverse systems?.
My question is, why can't be the integrator the inverse system of the differentiator as one can prove this to be the case by going through the same line of procedure as above in reverse. Also, how to know for what system does the associative property of the convolution fail to work.
Please do point out any mistakes in the above argument, thank you.