Sentence 1: We do this not out of philanthropy but out of enlightened self-interest.

Sentence 2: Self-interest is behind our actions, we don't do it out of philanthropy.
Is this second sentence entailed by the first?

Answer: yes

Sentence 1: The 15-year-old died with the band playing on his headphones.

Sentence 2: Music was playing when the 15-year-old died.
Is this second sentence entailed by the first?

Answer: yes

Sentence 1: The convulsions were of a violence terrible to behold.

Sentence 2: The convulsions were the most frightening thing to watch.
Is this second sentence entailed by the first?

Answer:
it is not possible to tell