[johnnyg08]

From MLBUM:

5.6 Awarding bases on wild throws

In making such awards, keep the following points in mind:

1. If the throw is the first play by an infielder and the batter-runner has not reached first base when the throw was made, award all runners from time of pitch

2. If the throw is the first play by an infielder and all runners including the batter-runner have advanced a base when the throw was made, award all runners from their position at the time of the throw

3. If the throw is not the first play by an infielder or the throw is made by an outfielder, award all runners from their position at the time of the throw

My thoughts:

Interps 1 and 2 deal with the first play by an infielder and uses the word "throw" as being the first play. It does not mention catch or fielding an in-play batted ball. We have to assume that a catch or fielding a ball can't be the first play because the base award interps all use the word "throw" and the runner and B/R's position at the time of the throw or the time of pitch

From MLBUM:
The approved ruling of OBR 7.05g provides that when the first throw is by an infielder after runners AND batter have advanced one base, then runners are awarded to bases from their position when the throw was made. (See item 2 above) This can happen on a high fly ball that an infielder goes back to catch but drops, during the time the batter and runners have clearly advanced one bas; then, in attempt to put out the batter-runner, who has already passed first base, the fielder throws the ball into the stands. While it is the first throw by an infielder, the runners, including the batter-runner, had advanced one base before the throw and accordingly are awarded two bases from the base they last touched when the throw was made. Before awarding two bases from the base last touched by the runners, the umpire must judge that all runners -including the batter-runner - have definitely advanced to the next base before the throw was made.

My thoughts:

In the above example of the dropped fly ball by an infielder, this would have to occur with two outs, because with <2 outs R1 would be retreating back to 1B with less than 2 outs and it would not be likely that both R1 and BR would reach their next base on the dropped fly ball by an infielder. Likely, R1 would be forced out at 2B. With two outs, both R1 and B/R would be "running it out" and would be able to reach the next base without a problem. Then we'd have a TOT award instead of a TOP award.

If I recall correctly, your example involves a runner who is stealing on the play with < 2 outs. The ball is caught and in an attempt to double the runner off of 1B, the ball is thrown into DBT. The award based on the MLBUM interp is two bases from the time of pitch because the throw was the first play by an infielder. (it said nothing about the catch)...we have a couple of inferences to make regarding the above example, but it seems pretty clear to me on the appropriate base award.

Did I clear anything up? I'm going to post this now, then go back and read the OP again...because I've typed too much to lose all of this. My apologies if I missed anything of relevance in the OP