$\begin{align}
J&=\int_{0}^{\pi/2}\frac{x^2}{\sin x}\,dx&
\end{align}$
Perform the change of variable,
$\displaystyle y=\tan\left(\frac{x}{2}\right)$,
$\begin{align}
J&=4\int_0^1 \frac{\arctan^2 x}{x}\,dx\\
&=4\Big[\ln x\arctan ^2 x\Big]_0^1-8\int_0^1 \frac{\arctan x\ln x}{1+x^2}\,dx\\
&=-8\int_0^1 \frac{\arctan x\ln x}{1+x^2}\,dx\\
\end{align}$
For $x\in [0;1]$, define $F$,
$\begin{align} F(x)&=\int_0^x \frac{\ln t}{1+t^2}\,dt\\
&=\int_0^1 \frac{x\ln(xt)}{1+x^2t^2}\,dt
\end{align}$
Observe that,
$\displaystyle F(0)=0$ and, $\displaystyle F(1)=-\text{G}$.
$\text{G}$ is the Catalan constant.
$\begin{align}J&=-8\Big[F(x)\arctan x\Big]_0^1+8\int_0^1 \int_0^1 \frac{x\ln(tx)}{(1+t^2x^2)(1+x^2)}\,dt\,dx\\
&=2G\pi+8\int_0^1 \int_0^1 \frac{x\ln x}{(1+t^2x^2)(1+x^2)}\,dt\,dx+8\int_0^1 \int_0^1 \frac{x\ln t}{(1+t^2x^2)(1+x^2)}\,dt\,dx\\
&=2G\pi+8\int_0^1 \Big[\frac{\arctan(tx)\ln x}{1+x^2}\Big]_{t=0}^{t=1}\,dx+4\int_0^1 \Big[\frac{(\ln(1+t^2x^2)-\ln(1+x^2))\ln t}{t^2-1}\Big]_{x=0}^{x=1}\,dt\\
&=2G\pi+8\int_0^1 \frac{\arctan x\ln x}{1+x^2}\,dx+4\int_0^1 \frac{(\ln(1+t^2)-\ln 2)\ln t }{t^2-1}\,dt\\
&=2G\pi-J+4\int_0^1 \frac{(\ln 2-\ln(1+t^2))\ln t }{1-t^2}\,dt\\
\end{align}$
Therefore,
$\displaystyle J=\text{G}\pi+2\int_0^1 \frac{(\ln 2-\ln(1+x^2))\ln x }{1-x^2}\,dx$
For $x\in[0;1]$, define,
$\begin{align}H(x)&=\int_0^x \frac{\ln t}{1-t^2}\,dt\\
&=\int_0^1 \frac{x\ln(tx)}{1-t^2x^2}\,dt\\
\end{align}$
Observe that,
$\displaystyle H(0)=0$ and $\displaystyle H(1)=-\frac{\pi^2}{8}$.
$\begin{align}J&=\text{G}\pi+2\Big[(\ln 2-\ln(1+x^2))H(x)\Big]_0^1+4\int_0^1\int_0^1\frac{x^2\ln(tx)}{(1+x^2)(1-t^2x^2)}\,dt\,dx\\
&=\text{G}\pi+4\int_0^1\int_0^1\frac{x^2\ln(tx)}{(1+x^2)(1-t^2x^2)}\,dt\,dx\\
&=\text{G}\pi+4\int_0^1\int_0^1\frac{x^2\ln t}{(1+x^2)(1-t^2x^2)}\,dt\,dx+4\int_0^1\int_0^1\frac{x^2\ln x}{(1+x^2)(1-t^2x^2)}\,dt\,dx\\
&=\text{G}\pi+4\int_0^1\Big[\frac{\ln t}{1+t^2}\left(\frac{\ln(1+tx)}{2t}-\frac{\ln(1-tx)}{2t}-\arctan x\right)\Big]_{x=0}^{x=1}\,dt+\\
&2\int_0^1 \Big[\frac{x\ln x}{1+x^2}\ln\left(\frac{1+tx}{1-tx}\right)\Big]_{t=0}^{t=1}\,dx\\
&=\text{G}\pi+2\int_0^1 \frac{\ln t}{t(1+t^2)}\ln\left(\frac{1+t}{1-t}\right)\,dt-\pi\int_0^1 \frac{\ln t}{1+t^2}\,dt+2\int_0^1 \frac{x\ln x}{1+x^2}\ln\left(\frac{1+x}{1-x}\right)\,dx\\
&=2\text{G}\pi+2\int_0^1 \frac{\ln x}{x}\ln\left(\frac{1+x}{1-x}\right)\,dx\\
\end{align}$
But, for $0\leq x<1$,
$\displaystyle \frac{1}{x}\ln\left(\frac{1+x}{1-x}\right)=2\sum_{n=0}^{\infty}\frac{x^{2n}}{2n+1}$
Therefore,
$\begin{align}\int_0^1 \frac{\ln x}{x}\ln\left(\frac{1+x}{1-x}\right)\,dx&=2\int_0^1 \left(\sum_{n=0}^{\infty}\frac{x^{2n}}{2n+1}\right)\ln x\,dx\\
&=2 \sum_{n=0}^{\infty}\int_0^1 \frac{x^{2n}\ln x}{2n+1}\,dx\\
&=-2\sum_{n=0}^{\infty}\frac{1}{(2n+1)^3}\\
&=-2\left(\sum_{n=1}^{\infty} \frac{1}{n^3}-\sum_{n=1}^{\infty} \frac{1}{(2n)^3}\right)\\
&=-2\left(\zeta(3)-\frac{1}{8}\zeta(3)\right)\\
&=-\frac{7}{4}\zeta(3)\\
\end{align}$
Therefore,
$ \boxed{J=2\text{G}\pi-\frac{7}{2}\zeta(3)}$