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I recently made some decorated cupcakes that required oreo halves. I tried several methods:

  1. serrated knife - lots of crumbs, both halves would shatter
  2. plain knife (slowly) - lots of crumbs, both sides of both halves would shatter
  3. plain knife (quickly) - less crumbs, typically one side of one half would shatter

What's the best way to go about cutting my oreos without turning them into a (delicious) crumbly mess?

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Laser cutter? (More seriously, maybe score and break, but I'm not sure.) –  Jefromi Sep 29 '11 at 17:03
    
@Jefromi : I'd have gone with a band saw, myself. –  Joe Sep 29 '11 at 17:13
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Nibble away half of the cookies leaving the other half. A dremel with a grinding wheel. –  Sobachatina Sep 29 '11 at 17:36
    
You could try to slowly heat them up until the filling starts to melt. –  nico Sep 29 '11 at 17:51
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I assume there's no chance of just pushing them far enough into the cupcake that you don't have to cut them? –  Joe Sep 29 '11 at 18:55
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3 Answers

up vote 15 down vote accepted

Try freezing the oreos first and then cut with a sharp knife. Let the oreos warm to room temperature again. They will not lose any texture or crispiness.

Update:

In the name of science, I froze some oreos and tested the outcome. Freezing the oreos made the cutting much more...achievable. A room temperature oreo just wants to crumble in too many places, but a frozen one holds together better.

enter image description here

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Have you actually done this? It's surprising to me that the cookies would be less brittle and crumbly when cold. –  Jefromi Sep 30 '11 at 0:35
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@Jefromi I updated my results. –  LarsTech Oct 3 '11 at 1:25
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Wow, still surprised, but cool! –  Jefromi Oct 3 '11 at 3:42
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@Jefromi No pun intended, I'm sure. :-) –  LarsTech Oct 3 '11 at 12:43
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Don't saw at it, place the point of the knife on the board at '12 o'clock', rest the blade on the Oreo, then push smoothly down to cut. If your knife is sharp enough, it shouldn't be a problem. And I mean properly sharp, not just run a few times through a plastic sharpener.

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I was using a very sharp blade, but I did start over the oreo rather than on it. –  zzzzBov Sep 29 '11 at 21:00
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You could moist it with milk, for example, in the exact line you want to cut, both sides. This will make them less "brittle".

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Do you mean dunk it half way in milk/water, and then scrape the soggy part away? –  TFD Sep 29 '11 at 19:54
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I was thinking more of "drawing a line" of milk in the middle of it, but your idea would be faster (but loosing half of each Oreo, a pity) –  woliveirajr Sep 29 '11 at 20:16
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The moist half would certainly not be wasted! What we need here is a high pressure milk cookie cutter. A sharp blade of pressurized milk to slice through any cookie- oreo or chocolate chip! I'll get right on that. –  Sobachatina Sep 29 '11 at 21:01
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