Do these sentences make sense?

1. Jim hurt his arm while he was playing.

2. Jim hurt his arm when he was playing.

3. Jim hurt his arm as he was playing.

4. Be careful when you are crossing the road.

5. Be careful while you are crossing the road.

6. Be careful as you are crossing the road.

7. While on the boat, always wear a life jacket.

8. When on the boat, always wear a life jacket.

9. As you are on the boat, always wear a life jacket.

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