|F8 Mookie Betts goes over the short wall.|
In other words, as the MLBUM interprets it, "A ball will be ruled caught when the momentum of the catch is completed and the player voluntarily releases the ball."
The first such play Tuesday evening occurred in Cleveland, when Royals batter Lorenzo Cain hit a fly ball to deep right field. As Indians RF Brandon Moss attempted to corral Cain's fly, he ran into the outfield wall and, in doing so, dropped the baseball. Replays indicate that F9 Moss indeed gained possession of the baseball in his glove, but failed to satisfy the requirement that his release must be voluntary and intentional.
Video: Cain is awarded third base on umpire Eric Cooper's safe call confirmed via replay review (KC)
The more complex of the two plays occurred in Boston on White Sox batter Jose Abreu's long fly ball to right-center field, where Red Sox CF Mookie Betts attempted to catch the sinking fly. Replays indicate that after capturing the ball in his glove, Betts' momentum took him up over the wall and into the Fenway Park bullpen, whereupon the ball popped out of his glove. In addition to an involuntary release, Betts' effort was not ruled a catch by the New York Replay Official because, pursuant to the MLBUM interpretation, his momentum was not completed with the ball still in his control. As Rule 6.09 (OBR 2015 Rule 5.05(a)(9)) states, a four-base award (home run) shall be granted if "any fair fly ball is deflected by the fielder into the stands [in fair territory]." If deflected into foul territory, the award is second base. Had there been less than two outs on this play and Betts was ruled to have legally caught the ball before carrying it out of play, any existing runners would be awarded one base (and B1 would be declared out).
Video: Abreu hits a home run when Betts accidentally juggles his deep drive out of the park (CWS)
Easter Egg: Watch Bullpen Cop, Boston Police Officer Steve Horgan, do his thing at 3:48.
As for the more intricate and complex issue of a ball dropped on the transfer after having been legally caught vs. a ball bobbled and never caught, refer to MLB's May 2014 interpretation of the Catch/Transfer rules.