Last APP syncable version of iTunes not syncing apps

Ah, no. Specifically this is the way to do it in iTunes 12.7 or later. Apple support documents tend to assume you're running the current software release, so won't include details for methods used in older builds. As noted earlier to manage apps (in iTunes 12.6.5.3) you would need to click this device icon first;

Then use the apps section of the device management area to add, remove, or reorganize apps.

tt2

Like this:

The screen capture doesn't show it, but as I drag over the device what I actually see is the same IPA document icon as in the bottom of the Explorer window with a Link overlay making it clear that an interaction will be allowed.

tt2

When using iTunes 12.7 or later you won't get a display in iTunes for the apps on the device. In principle you can drag and drop from Windows Explorer or Finder to the device where it appears in the sidebar in iTunes. For really old apps it may be that there is some form of expired certificate that prevents them from being installed now. Repeated authorization requests are also a feature of corrupted downloads or transfers so could be another potential explanation. FWIW I just used iTunes 12.10.2.3 to transfer the app Inception to my iPhone 11. It didn't transfer when I migrated from a 6 but I have an archive copy of the .ipa file from 2016. It doesn't support my AirPods so I guess it is going to go again, but the drag & drop method should generally work.

tt2

I'm running iOS 13.2.2 on my iPhone 11 pro max, and Windows 7, but this process has worked the same way since the release of iTunes 12.7 with iPhone 6 plus, on various iterations of iOS, and works on Macs as well as Windows. I captured a similar screenshot for adding a PDF file, and tones are added in the same way.

tt2

I just spent hours trying to get an old version of an app installed using a hacky method of downloading the ipa and using 12.6.5.3 but ran into authorization issues. I attempted the drag and drop using the latest itunes 12.10.3.1 on Windows 10 for my Iphone 11 on ios 13.2 and it worked!

The one trick is to insure manual sync of music and videos is checked within itunes. The highlighting never showed until that was enabled. Once done it synced over!!!

Quite so. I confused myself by looking at the screenshot. That particular view only shows media on the device. To manage apps you would need to click this device icon first;

tt2

I wonder if this topic (especially the last section) might be helpful: https://support.apple.com/en-us/HT201593.

Here is is again in iTunes 12.8.2.3 on High Sierra.

tt2

turingtest2 wrote:

When using iTunes 12.7 or later you won't get a display in iTunes for the apps on the device.

Bob-NY said he's still using iTunes 12.6.5.3 for app management reasons.