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Why won't my iPhone play a particular song or video? Why isn't a song or video visible? Why won't my iPhone play some songs and videos that will play on my Mac or PC?
If your iPhone won't play a particular song or video, or a music or video file won't show up in your iPhone, but these songs play without a problem in iTunes or other applications on your Mac or PC the most likely cause is that the song is in a format that is not supported by the iPhone.
You will need to re-rip the content from CD or DVD, re-download the songs or videos in a compatible format, or convert the songs or videos into a format that the iPhone can play.
Please refer to the specs page for each iPhone for supported audio and video file formats at the time each was released.
If your iPhone "hangs" or "freezes" in the middle of some songs this is most likely due to a problem with the particular song file -- it could be corrupted, for instance -- or general data corruption on the iPhone.
First, try to repeat the problem and see if it is consistent with a particular song or video clip. If it only occurs with a particular song or video, the problem likely is only with the single file and it should be deleted or replaced. Odds are good that deleting the single problem file will solve the problem.
However, if the problem occurs with multiple files from different sources (ones that are not ripped from the same CD or downloaded from the same website), or you can not determine a particular pattern for the problem, try restarting the iPhone and see if that resolves the problem. If it does not, try resetting it.
If neither restarting nor resetting the iPhone solves the problem, try Apple's general recommendation to update its software to the latest version in iTunes and as a method of last resort, try restoring the iPhone. Note that restoring the iPhone will delete everything on it. Please be absolutely sure that you have the latest version of your files backed up before restoring your iPhone.
If problems still continue, which is unlikely, but nevertheless possible, you may have a hardware problem and repair may be needed.
Also see: How do I replace the headphone/audio jack in the iPhone models?