Fortune Issue

I don't think you can get more than 1 diamond, even with Fortune. It probably only affects blocks w/several drops (such as wheat, coal, glowstone, redstone etc.)

+Sonicwave Are you noob or I dont understand ur point ?

I believe I've confirmed this in 1.8.1-pre2, actually.

Gave myself an iron pickaxe with a damage value of 250 (one hit left), enchanted it with Looting III. Used it on a diamond ore block, it broke, and I only got one diamond. I repeated this multiple times, and not once did I get more than one diamond on the final hit of a pick's life, whereas Fortune III should have a 60% chance of getting at least two diamonds from a diamond ore block normally.

Here's a clip of me doing it five times in a row and failing to get more than one diamond.
http://gfycat.com/SleepyRedFowl

So it definitely looks like Fortune enchants are not being applied to the final usage of pickaxes. Perhaps other tools too.

It's ALWAYS been this way. I'd call it a bug, but it's a very old bug. Fortune does not apply to the hit that breaks the pickaxe. Remember, in old versions you wouldn't get a drop from the block broken by the final hit of a pickaxe (in fact it would break partway through mining instead of at the end). They had to artificially add in a block drop as a workaround for the bug (which they never truly fixed). So the artificial block drop doesn't know about enchantments apparently.

The problem comes with that I want to make 1 use pick in adventure map where higher tear can drop more than 1 diamond.

this is a dupe of another bug (i can't find number)

Dupe of MC-1565

Also looting doesn't work on pickaxes.