Sentence 1: is that a pretty nice place

Sentence 2: Is that a pretty nice doorknob?
Is this second sentence entailed by the first?

Answer: no

Sentence 1: A bon vivant who held extravagant parties, Vaudreuil and his elegant wife presided over a sort of Golden Age of social grace, when the colonial elite were invited to plays, musicales, and balls.

Sentence 2: The mascarade ball held each year by Vaudreuil was the high-point of the social season.
Is this second sentence entailed by the first?

Answer: it is not possible to tell

Sentence 1: Kingston replaced Port Royal as the commercial center of the island.

Sentence 2: The island is able to generate a large sum of money each year.
Is this second sentence entailed by the first?

Answer:
it is not possible to tell