TOKYO — Caeleb Dressel and Emma McKeon earned milestone medals at the Olympic pool before Italian runner Marcell Jacobs was the surprising winner of the race to determine the fastest man in the world.

Jacobs crossed the line in 9.80 seconds on Sunday to bring the sprint gold to Italy for the first time. Jacobs topped Fred Kerley of the United States and Andre DeGrasse of Canada to take the spot held for the past 13 years by the now-retired Usain Bolt.

American sprinter Trayvon Bromell came into the Games as the favorite but didn’t make it to the final.

Dressel won two more gold medals to give him five in Tokyo, winning the 50-meter freestyle and putting the Americans ahead to stay in the 4x100 medley relay on their way to a world record.