Looking at userbenchmark.com optiplex 990 I'm not seeing any 15-2600K running there.
http://www.userbenchmark.com/System/Dell-OptiPlex-990/578
I AM seeing some i5-2500K and 2550K running. This usually indicates that the Optiplex has a95W CPU limit keeping the 2600K out.
It is possible to overclock with these using Throttlestop 8.xx software. It's an uncommon mod so you'll be on your own at a certain level.
Heatsinking the VRM MOSFETs can gain some headroom in the Voltage dept.
The Dell Dimension E520 in my sig. was done this way. The CPUZ link is at the bottom.
Here's a thread about it, but not much action there I'm afraid.
https://www.techpowerup.com/forums/threads/throttlestop-overclocking-desktop-pcs.235975/page-2