iTunes 10.5.3 allows you to sync interactive iBooks textbooks to your iPad. These Multi-Touch textbooks are available for purchase from the iTunes Store on your Mac or from the iBookstore included with iBooks 2 on your iPad.

iBooks textbooks are created with iBooks Author — now available as a free download on the Mac App Store.

iTunes 10.5.2 includes several improvements for iTunes Match and fixes an audio distortion problem when playing or importing certain CDs.

Introducing iTunes Match. Store your entire music library in iCloud, including music you've imported from CDs, and enjoy your collection anywhere, anytime, on your iPhone, iPad, iPod touch, computer, or Apple TV.

• iTunes in the Cloud. iTunes now stores your music and TV purchases in iCloud and makes them available on your devices anywhere, any time, at no additional cost.
• Automatic Downloads. Purchase music from any device or computer and automatically download a copy to your Mac and iOS devices.
• Download Previous Purchases. Download your past music, TV, app, and book purchases again, at no additional cost. Previous purchases may be unavailable if they are no longer on the iTunes Store.
• Sync with your iPhone, iPad, or iPod touch with iOS 5.
• Wi-Fi Syncing. Automatically sync your iPhone, iPad, or iPod touch with iTunes any time they're both on the same Wi-Fi network.

- Fixes a problem where the media keys on some third-party keyboards work inconsistently with iTunes
- Addresses issues with adding artwork to songs and videos
- Resolves an issue which may cause iTunes to become unresponsive when purchasing an HD movie
- Fixes a problem where iTunes may take longer than expected to open after waking your Mac from sleep
- Addresses issues with VoiceOver support

iTunes 10.4 provides a number of important stability and performance improvements.

Introducing iTunes in the Cloud beta. The music you purchase in iTunes appears automatically on all your devices. You can also download your past iTunes purchases. Where you want, when you want.

• Automatic Downloads. Purchase music from any device or computer and automatically download a copy to your Mac and iOS devices.

• Download Previous Purchases. Download your past music purchases again at no additional cost. Your purchases are available in the iTunes Store on your Mac or in the iTunes app on your iPhone, iPad, or iPod touch. Previous purchases may be unavailable if they are no longer on the iTunes Store.

iTunes 10.3 also adds Books to the iTunes Store, where you can discover and buy your favorite books on your computer and automatically download them to iBooks on your iPhone, iPad, or iPod touch.

This version also allows you to use Automatic Downloads with apps and books or download previously purchased apps and books from your computer or iOS device.

iTunes 10.2.2 provides a number of important bug fixes, including:
- Addresses an issue where iTunes may become unresponsive when syncing an iPad.
- Resolves an issue which may cause syncing photos with iPhone, iPad, or iPod touch to take longer than necessary.
- Fixes a problem where video previews on the iTunes Store may skip while playing.
- Addresses other issues that improve stability and performance.

What's new in iTunes 10.2
- Sync with your iPhone, iPad, or iPod touch with iOS 4.3.
- Improved Home Sharing. Browse and play from your iTunes libraries with Home Sharing on any iPhone, iPad, or iPod touch with iOS 4.3.

iTunes 10.1.2 provides a number of important stability and performance improvements.

This release provides a number of important bug fixes, including:

- Addresses an issue where some music videos may not play on Macs equipped with NVIDIA GeForce 9400 or 9600 graphics.
- Resolves an issue where iTunes may unexpectedly quit when deleting a playlist that has the iTunes Sidebar showing.
- Fixes a problem where iTunes may unexpectedly quit when connecting an iPod to a Mac equipped with a PowerPC processor.
- Addresses an issue where some music videos may not sync to an iPod, iPhone, or iPad.

What's new in iTunes 10.1

- Use AirPlay to instantly and wirelessly stream videos from iTunes to the all-new Apple TV.
- Sync with your iPhone, iPad, or iPod touch with iOS 4.2.
- Provides a number of important stability and performance improvements.

- Introducing Ping. Use Ping to follow your favorite artists and friends or connect with the world's most passionate music fans. Discover the music everyone is talking about, listening to, and downloading.
- Rent HD TV episodes for just 99¢ each. Watch them on your Mac or PC, on-the-go with iPhone or iPod touch, or in your living room with the all new Apple TV.
- Play your favorites on the all new iPod touch, iPod nano, iPod shuffle, and Apple TV.
- Play music wirelessly with AirPlay on AirPlay-enabled speakers, home theater receivers, and iPod accessories.
- Explore many look-and-feel improvements throughout iTunes.
- Enjoy performance improvements which make iTunes faster and more responsive.
- Additional voice support with VoiceOver Kit for iPod.

iTunes 9.2.1 provides a number of important bug fixes, including:
- Disables older versions of some incompatible third-party plug-ins
- Addresses minor issues with dragging and dropping items
- Addresses a performance issue when first syncing to some devices with iTunes 9.2
- Addresses an issue upgrading to iOS 4 on an iPhone or iPod touch with encrypted back-ups
- Addresses other issues that improve stability and performance

iTunes 9.2 comes with several new features and improvements, including:
- Sync with iPhone 4 to enjoy your favorite music, movies, TV shows, books and more on-the-go
- Sync and read books with iPhone or iPod touch with iOS 4 and iBooks 1.1
- Organize and sync PDF documents as books. Read PDFs with iBooks 1.1 on iPad and any iPhone or iPod touch with iOS 4
- Organize your apps on your iOS 4 home screens into folders using iTunes
- Faster back-ups while syncing an iPhone or iPod touch with iOS 4
- Album artwork improvements make artwork appear more quickly when exploring your library

iTunes 9.1.1 provides a number of important bug fixes, including:

- Addresses several stability issues with VoiceOver
- Addresses a usability issue with VoiceOver and Genius Mixes
- Addresses issues with converting songs to 128 kbps AAC while syncing
- Addresses other issues that improve stability and performance

iTunes 9.1 comes with several new features and improvements, including:

- Sync with iPad to enjoy your favorite music, movies, TV shows, books and more on the go
- Organize and sync books you've downloaded from iBooks on iPad or added to your iTunes library
- Rename, rearrange, or remove Genius Mixes

iTunes 9.0.3 provides a number of important bug fixes, including:
- iTunes no longer ignores your "Remember password for purchases" setting.
- Addresses problems with syncing some Smart Playlists and Podcasts with iPod.
- Resolves a problem recognizing when iPod is connected.
- Addresses issues that affect stability and performance.

iTunes 9.0.2 adds support for Apple TV software version 3.0, adds an option for a dark background for Grid View, and improves support for accessibility.

- Resolves issues browsing the iTunes Store.
- Addresses a performance issue where iTunes may become unresponsive.
- Fixes a problem where iTunes may unexpectedly quit.
- Fixes a problem syncing Podcasts in playlists to iPod or iPhone.
- Fixes a problem sorting albums with multiple discs.
- Addresses an issue with the Zoom button not switching to Mini Player.
- Improves application syncing for iPod touch and iPhone.
- Genius is now automatically updated to show Genius Mixes.

iTunes 9 comes with many new features and improvements, including:
- An improved look and feel, including a new Column Browser for easily browsing your artists or albums, movies, TV shows, and more.
- iTunes Store has a brand new look, with improved navigation for quick and easy exploration.
- iTunes LP and iTunes Extras create unique experiences that feature exclusive interviews, videos, photos, and more — available with select album and movie purchases on the iTunes Store.
- Home Sharing helps you manage your family's iTunes collection between computers in your home. iTunes can automatically transfer new purchases, or you can choose just the items you want.
- Genius Mixes are created for you by iTunes and play songs from your library that go great together.
- iPod and iPhone syncing now allows you to organize your iPhone and iPod touch home screens directly in iTunes. Syncing is now also more flexible, allowing you to sync individual artists, genres, or TV show and Podcast episodes.
- iTunes U items are now organized into their own section in your iTunes library.
- Sync with iPod nano (5th generation), iPod classic (Fall 2009), and iPod touch (Fall 2009).

iTunes 9 also includes many other improvements, such as HE-AAC encoding and playback, more flexibility with Smart Playlists rules, simpler organization of your media files inside an iTunes Media folder, and more.

iTunes 8.2.1 provides a number of important bug fixes and addresses an issue with verification of Apple devices.

iTunes 8.2 now supports iPhone or iPod touch with the iPhone 3.0 Software Update.

iTunes 8.2 also includes many accessibility improvements and bug fixes.

iTunes 8.1.1 adds support for renting HD movies and provides a number of bug fixes, including addressing issues with VoiceOver and syncing with iPhone or iPod touch.

You will enjoy noticeable improvements when working with large libraries, browsing the iTunes Store, preparing to sync with iPod or iPhone, and optimizing photos for syncing.

In addition, iTunes 8.1 provides many other improvements and bug fixes, including:
-Supports syncing with iPod shuffle (3rd generation).
-Allows friends to request songs for iTunes DJ.
-Adds Genius sidebar for your Movies and TV Shows.
-Improves performance when downloading iTunes Plus songs.
-Provides AutoFill for manually managed iPods.
-Allows CDs to be imported at the same sound quality as iTunes Plus.
-Includes many accessibility improvements.
-Allows iTunes U and the iTunes Store to be disabled separately using Parental Controls.

• Addresses a quality issue creating MP3s on some computers
• Fixes a connectivity issue with the iTunes Store when using some Internet proxies with Mac OS X
• Improves accessibility with VoiceOver
• Support for iPhone OS 2.2