Multiple problems with syncing deleting media off iPhone

The syncing process on the iPhone is very frustrating.
As all know, with the iPod, if I wanted to put a song I had in iTunes onto my iPod, all I had to do was connect my iPod, click on the song in iTunes, and drag it on to my iPod. Easy. No more. With iPhone, I have to sync in order to move anything.
What's worse, if I delete anything out of my iTunes for any reason, I ultimately have to delete it off of the iPhone as well. Here’s why: as mentioned above, in order to add a song, I have to sync. Let’s say I have my iPhone set up to sync certain playlists only, e.g., “red,” “green,” and “blue.” If I sync my iPhone and let’s say, song “A” is currently on my iPhone in the red playlist, but has been deleted out of iTunes, my iPhone will delete it. If I try to avoid this problem – i.e., I want to keep red the way it is, so I only want to sync green and blue, and thus uncheck red in the “sync selected playlists” section, my red playlist is deleted off of my iPhone altogether. Why?
This is a problem for multiple reasons. For one, my computer is running out of space. Media takes up a lot of space. I would like to be able to delete things off of my computer without having to lose them in order to sync my iPhone (for anything - iTunes, Outlook, etc). Similarly, I can’t import any songs into iPhone without buying them in iTunes on my computer and then syncing, so if I want to both add new songs and retain the songs I already have on my iPhone, I must keep them on my computer.
I've already suffered the consequences. I deleted 40 hours of lectures (which I have on CD) off of my computer once I put them onto my iPhone, and now the iPhone has just wiped them all out as well. Terrific. I’m not about to reimport all those lectures now. It would take hours, and I’ve already done it once. I am very angry that a $600 piece of equipment has a problem that did not exist on my three-year-old iPod.
And other similar syncing issues abound. If I try to tell the iPhone not to sync video with my computer, it DELETES the video off of my phone. Similarly, with photos – if I don’t want it to sync anymore, because I want to keep my photos the way they are on the iPhone, I can't just tell it not to sync photos. If I do that, it deletes them. This makes no sense to me.
If these syncing problems weren't enough, iTunes no longer lets me play songs from my iPhone on my computer. This was never true with my iPod, and I fail to understand how this enhances security issues, since I was already unable to move media from my iPod back onto my computer.
At the moment (it is 4 AM), I am now sitting at my computer re-syncing everything that I hadn't already deleted off my computer. It is incredibly, unbelievably, mind-numbingly frustrating, and I am NOT a person who gets frustrated by technology. Someone please help - I hope that I'm either missing an easy fix or that Apple is going to update the software immediately.

Tap Settings App>General>Reset>Reset Network Settings.
Take to place (Apple Center) that fixed it before and ask them to show you the steps to keep your iPhone working.

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Maybe a long shot, but WD is not known for the quality of some of their enclosures, although I do like the drives themselves. It may be worth mounting this drive in a different enclosure, something like one of OWC's FireWire enclosures with the highly reliable Oxford chip sets. I wouldn't be inclined to trust a WD enclosure, especially if it already seemed to be acting in a flakey manner.
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fighter19lisa wrote:
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All of the images in both catalogs show creation dates that are later than the date modified, (example: date created of 6/12 and a date modified of 3/12).
Question: How is it possible that the date created is later than the date modified?

Hey Paysonite,
A lot of questions hmm!!! Let me try to answer few of them.
Question: Is there any limit to the number of images that can be put into one catalog?
Ans: No, you can import as many images in catalog you want. Just to add, as the size of catalog grows, Organizer's perfromance will be affected.
Question: Why does Organizer think the files are missing? Why isn't the file location remaining the same?
Ans: As you mentioned in your comments, you have deleted some files (i assume from explorer). But these deleted files are still present in Organizer. Since the deletion happened outside the organizer, so Organizer is unaware of the deletion. So when organizer tries to read the files (which were deleted), Organizer is unable to find then and thus thinks that files are missing.
Questions: Shouldn't the Date Created remain constant? The Date Created does not seem to represent the date the picture was taken, so what does that date represent? How can I keep the date created from being changed?
Ans: Date created represents the date on which the files was created on your files system (or into OS). It is not date when the images was shot (actual shot date is Date time Original in Organizer).
Question: How is it possible that the date created is later than the date modified?
Ans: A simple way to do it is-Suppose you have an image which was brought/copied on July (i am explaining this with the help of month only. Assume date to be 1st and year to 2012). Now change the system date to August. Edit this image in Editor (without creating a version set for easy illustration). Now date created is July and date modified is Aug.
Copy this fine on flash drive/pen drive. Delete the original file from windows. Change the system date to Sept. Now copy the file in windows and see its properties. It has Date created as Sept and date modified as Aug, which answers you question.
I am unable to fully understand your remaining questions. Please elaborate.
Also please let me know if you need more info with above answers.
~Andromeda

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