Apple - Is it possible to rotate images in Preview in degrees other than 90?

If you're not averse to using the command line, you can use the sips command to rotate images. For example…

sips -r 23 --padColor FFFFFF image.jpg

…will rotate image.jpg 23 degrees clockwise and "fill in" the empty space with white. (If you rotate PNGs, the alpha channel should be retained.)

Worth reading the man page for sips as it can do other useful stuff.

There is a way to do it using Preview, although it is imprecise.

You can use a two finger twisting gesture to arbitrarily rotate the image within preview. Now, it snaps back to normal once you let go, but if you take a screenshot to clipboard while maintaining the rotated view, then paste from the clipboard into preview, then save. Then I open the image again and do a little bit of cropping to get it looking nice.

I mapped the 'screenshot to clipboard' function to a key combination that was easy to hit while maintaining my twist.

Obviously a dedicated app will do the job better, but I thought it was worth mentioning my OS only workaround which I discovered.

Unfortunately, Preview can only rotate in 90* increments and flip images.

If you want to rotate a different amount, you'll have to use a more-powerful program, like Photoshop or Pixelmator.

From Preview Help: