Rotate tool problem

Perhaps try a thorough reset of Photoshop preferences? 

(read this entire post before acting please)

Resetting restores Photoshop's internal preferences, which are saved when Photoshop closes. 

If they become corrupt then various issues can occur.

Here’s some info on how to do that:

https://helpx.adobe.com/photoshop/using/preferences.html

Manually removing preferences files is the most complete method for restoring Photoshop to its default state: 

https://helpx.adobe.com/photoshop/using/preferences.html#Manually

Manually removing preferences files is the most complete method for restoring Photoshop to its default state. This method ensures all preferences and any user presets which may be causing a problem are not loaded.

1. Quit Photoshop.
   
   
2. Navigate to Photoshop's Preferences folder.
   macOS: Users/[user name]/Library/Preferences/Adobe Photoshop [version] Settings
   Windows: Users/[user name]/AppData/Roaming/Adobe/Adobe Photoshop [version]/Adobe Photoshop [version] Settings
   
    
   Note: The user Library folder is hidden by default on macOS. To access files in the hidden user Library folder, see How to access hidden user library files.
3. Drag the entire Adobe Photoshop [Version] Settings folder to the desktop or somewhere safe for a back-up of your settings
   
   
4. Open Photoshop.
   
    New preferences files will be created in their original location.
   

Note re macOS: The user Library folder is hidden by default.

To access files in the hidden user Library folder, see here for how to access hidden user library files. 

https://helpx.adobe.com/x-productkb/global/access-hidden-user-library-files.html

Unexpected behaviour may indicate damaged preferences. Restoring preferences to their default settings is a good idea when trying to troubleshoot unexpected behaviours in Photoshop. check out the video

https://helpx.adobe.com/photoshop/using/preferences.html#reset_preferences

Learn how to access and modify Photoshop preferences and customise per your frequent workflows

https://helpx.adobe.com/photoshop/using/preferences.html

And here’s an earlier forum discussion as an aid to understanding

https://community.adobe.com/t5/photoshop-ecosystem-discussions/quick-tips-how-to-reset-photoshop-preferences/td-p/12502668

You may want to backup your settings and custom presets, brushes & actions before restoring Photoshop's preferences.

Here is general info about that:  https://helpx.adobe.com/photoshop/using/preferences.html#BackupPhotoshoppreferences

Before you reset your preferences

in case of future issues, I suggest you make a copy as Adobe may need one to check problematic references. 

Quit Photoshop.
Go to Photoshop's Preferences folder

Preferences file locations: https://helpx.adobe.com/photoshop/kb/preference-file-names-locations-photoshop.html\

  [on MacOS see: Users/[user name]/Library/Preferences/Adobe Photoshop [version] Settings

  Note for those on macOS: - be aware that the user Library folder is hidden by default on macOS. 

  https://helpx.adobe.com/x-productkb/global/access-hidden-user-library-files.html

  In the Finder, open the “Go” menu whilst holding down the Option (Alt) key. 

  Library will now appear in the list - below the current user's “home” directory. ]

Now you can drag the entire Adobe Photoshop [Version] Settings folder to the desktop or somewhere safe as a back-up of your settings.

Note for those on macOS:

Preference preservation is affected by macOS permissions, 

you’ll need to allow Photoshop ‘Full Disk Access’ in your Mac OS Preferences/Security and Privacy

If that doesn't fix the issue:

Go to Preferences > Performance... and uncheck Multithreaded Compositing - and restart Photoshop.

Still hanging? 

Go to Preferences > Performance... click Advanced Settings... and uncheck "GPU Compositing" - then restart Photoshop. 

Do you still have problems?

It may even be time to reinstall Photoshop. 

It’s recommended that you use the Adobe CC cleaner tool to remove all traces first. 

(See above about preserving preferences though! It’s worth preserving them unless they are corrupted.)

https://helpx.adobe.com/creative-cloud/kb/cc-cleaner-tool-installation-problems.html

Uninstall Photoshop BUT make sure to choose the option “Yes, remove app preference”.

Once that process finishes, start the installation process and look into the “Advanced Options”. Uncheck “Import previous settings and preferences” and choose to “Remove old versions”.

I hope this helps

neil barstow, colourmanagement net :: adobe forum volunteer

google me "neil barstow colourmanagement" for lots of free articles on colour management

I found this mark as correct from Cory Schubert:

Curious if you have tried changing the springboard keyboard shortcuts time? By default it is set to 200ms which is what it has been for years so if that doesn't work for your workflow, increase the timing or uncheck that option so that spring-loaded keyboard shortcuts are disabled if that fits your workflow.

Let's make sure we're in a default state and there are no stale settings somewhere: 

Restore your preferences using this manual method:  

https://helpx.adobe.com/photoshop/using/preferences.html#Manually  

Does it work correctly? 

If that doesn't solve it, you can quit Photoshop and put the Settings folder back. 

Hope this solves your problem.