Why can't I disable the REPEAT function on my 2nd Generation iPod Touch?

If your iPod is repeating the same song over and over, that suggests that that the iPod is in Repeat 1 mode. You cannot turn off Repeat mode from iTunes, you have to do it on the iPod itself. (The repeat function on the iTunes menu refers to the player in iTunes.)

• On the iPod, start a song playing and go to the Now Playing screen
• drag the Now Playing screen upwards to reveal the additional controls. You will see a screen like the one shown below:

• in the screenshot, notice that the Repeat button is red, with white text and that there is a 1 inline with the arrows. This means that the player is in Repeat 1 mode
• tap the Repeat button to turn Repeat off and the button will be white with red text:

Note that the Repeat button cycles through the following:

• Off - ( repeat is off)
• Repeat - when the song finishes, the next song in the list (or the next song to be shuffled) will play
• Repeat 1 - when the song finishes it will play again
• Off - repeat is off

In my screenshots, the Shuffle feature is on, which is why the text is white on a red button