My newly purchased songs go silent when shuffling & disappearing contacts

We have thousands of songs from iTunes and CD's, etc in our library. It has always worked fine. Recently I purchased an iPhone 4S and there have been a few quirky things happening. First I have contacts disappear from time to time. I thought perhaps this must be a user problem BUT I have had contacts disappear that were there before, never used but have now disappeared and I know they were there b/c I retrieved the information for my husband. I've had others disappear that I use on a regular bases too but those ones I thought were probably a user problem. I was deleting the past conversations and figure I accidentally deleted the contact...
Back to my iPhone music...when I play my most recent purchased songs they work fine but if my iPhone is shuffling through songs and gets to one of the most recent purchases the sound stops. The sounds on the rest of the phone continue to work and the music looks like it's playing but with no sound. This only happens on my most recent purchases. I purchased Nickelback a couple of weeks ago and have had no troubles but a week ago I purchased some new Christmas songs and those ones are where I've run into troubles.
Intersting now that I think about it how long ago was the most recent operating system update? Should I be restoring it somehow?

Try resetting your device and try updating iTunes or mac

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