Why is this integral undefined

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I was working on a math assignment and got this problem.

$$\int^\infty_{-\infty}\frac{5x}{1+x^2}dx$$

I know the indefinte integral is $$\frac{-5}{2}\ln|1+x^2|+C$$

Why is it when I looked it up I was told undefined?

Working with the process improper integrals:

$$\lim_{n \to \infty } \frac{-5}{2}\ln|1+n^2|+ \lim_{m \to \infty}\frac{5}{2}\ln|1+m^2|$$

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1 Answer

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$$ \int_0^\infty \frac{5x}{1+x^2} \, dx = \infty \text{ and } \int_{-\infty}^0 \frac{5x}{1+x^2}\,dx = -\infty. \tag 1 $$

If you take $$ \lim_{C\to\infty} \int_{-C}^C \frac{5x}{1+x^2}\,dx, \tag 2 $$ you get $0$. But $$ \lim_{C\to\infty} \int_{-C}^{2C} \frac{5x}{1+x^2}\,dx = \frac 5 2 \log_e 4. $$

When the positive and negative parts are both infinite, then "rearranging" the integral can change its value.

This is analogous to the fact that conditionally convergent sums like $\displaystyle\sum_{n=1}^\infty \frac{(-1)^n}{n}$ (in which the sum of the positive terms and the sum of the negative terms are both infinite) can be made to converge to different things by changing the order of the terms.

The limit in $(2)$ is an example of a "Cauchy principal value" of an integral.

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