Sentence 1: Aware his hair is debonair, he wears it with a rare, square flair.

Sentence 2: Having just visited the salon, he wore his debonair hair with flair on that day.
Is this second sentence entailed by the first?

Answer: it is not possible to tell

Sentence 1: Turkish wines (Rarap) have a history going back as far as 7000 b.c. , and some believe that European vine-stocks may well have originated here.

Sentence 2: All of Europe's vine-stocks originate in medieval France.
Is this second sentence entailed by the first?

Answer: no

Sentence 1: If you're interested enough to make a small investment, first look at the marvelous samples in the Municipal Art Museum in the park before buying.

Sentence 2: You can look at some samples before buying if you check out the park, it has 5 paintings.
Is this second sentence entailed by the first?

Answer:
it is not possible to tell