Can I pair an iPhone6 running 9.3.5 with an iMac using 10.9.5? I've been trying desperately to pair my iPhone 6 which is running iOS 9.3.5 with my 27 inch iMac (late 2009) running 10.9.5 with no success. I have tried turning Bluetooth on and off on both devices, and was able to get the pairing code to show up each time, however when I click on the computer name the iPhone message says:

"Connection Unsuccessful- Make sure the computer is turned on and in range".

or it says:

"Connection Unsuccessful- "Username iMac" is not supported"

It should be noted that on the computer the iPhone is showing up in the Bluetooth drop-down menu from the top right. Also, it shows up in the Bluetooth preferences, but goes back and forth from being paired, and not connected.
It is not supported to pair an iPhone and a Mac via Bluetooth and use the either of one as a Bluetooth speaker/receiver. Both are in simple terms in the wrong device class

But you could use a third party tool to make your Mac an Airplay receiver. The one solution I found was AirServer. Start this tool on your Mac and it should show up on your iPhone as an Airplay destination.