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US customs pre clearance

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Hi all

I will be flying into New York city from Toronto Pearosn intl airport with a transit in Montreal Pierre Elliot airport, with a departure time of 1230am on May 16.
Im currently on a J1 visa and my Ds-2019 has an end date of May 16 2015, therefore I am anxious whether can I officially enter US territory on time.

My questions are as such:
1) Does anybody know if I will be going through US pre-clearance customs at Toronto or Montreal?

2) And if I do clear US customs at Toronto beforr 12am; will it be considered as official entry into the US on May 15?

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