I have just put an audio book into my iTunes music library.  When I tried to transfer it to my iPod shuffle it rearranged the tracks so that they are in the wrong order.  How can I put them in the order they appear in the book?

I have just put an audio book into my iTunes music library.  When I tried to transfer it to my iPod Shuffle it put the chapters in the wrong order i.e. Chap 1, Chap 10, Chap 11 etc. rather than Chap 1, Chap 2, Chap 3 ...  How can I get it to put them in the order they appear in the book?

First, we need to know if the audiobook chapters are being treated by iTunes as music files or as audiobooks. If they are not audiobooks purchased from the iTunes store, they might be getting "shuffled". You will need to look at "File" - "Properties" (I think - I don't use iTunes under Windows - or right-click on the file and choose "properties") and look at the media type. If it is "Music", change it to "Audiobook". If this is not the problem, or does not fix anything, please post back.
Actually, looking at your post again, a second thought occurs to me - assuming there are less than 100 chapters in the book, just renaming them with a leading zero on the first nine chapters might do it. A computer will alphabetically sort filenames in the order you quote (1, 10, 11, 12, 13, ... 2, 21, etc.) but a leading zero will fix that (01, 02, 03 ... 10, 11, 12)

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