Are there examples of when the ILATE mnemonic for choosing factors when integrating by parts fails?

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Is it possible in some cases that using the ILATE rule does not yield an explicit antiderivative but making another choice does yields one? If so, please give examples.

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Yes, it's easy for the rule to fail if the proposed derivative is not integrable. For example in the integral

$$\int x^3 e^{x^2} \mathrm{d}x$$

the rule would propose $u=x^3$ and $dv=e^{x^2}$. The latter cannot be integrated and you are therefore stuck.

To solve the above integral use $u=x^2$ and $dv=x e^{x^2}$ instead. Then you get $du=2x$ and $v=\frac{1}{2}e^{x^2}$, leading to

$$\int x^3 e^{x^2} \mathrm{d}x=\\ \frac{x^2}{2}e^{x^2} -\int 2x \frac{1}{2}e^{x^2} \mathrm{d}x = \\ \frac{x^2}{2}e^{x^2} - \frac{1}{2}e^{x^2}=\\ \frac{1}{2}e^{x^2}(x^2-1)$$

There are likely other types of examples, but I can't think of any at the moment.

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Another example is $\int\frac{xe^x}{(x+1)^2} dx$.

According to this rule, you would let $u=\frac{x}{(x+1)^2}$ and $dv=e^x dx$,

which would give $\frac{xe^x}{(x+1)^2}-\int\frac{(1-x)e^x}{(x+1)^3}dx$.

Instead, you want to let $u=xe^x$ and $dv=\frac{1}{(x+1)^2}dx$,

which gives $-\frac{xe^x}{x+1}-\int -e^x dx$.