Displacement: 11314 BRT
Armament: 6x 152mm, 2x 76mm
Speed: 15.5 knots

Career:
January 40 - April 40: Northern Patrol
May 40 - June 40: South Atlantic Station
July 40 - October 40: Northern and Western Patrol
November 40: Northern and Western Patrol

At 21.40 hours on 3 November 1940, U-99 torpedoed the unescorted Casanare west of Bloody Foreland. Her distress messages brought the armed merchant cruisers HMS Laurentic (Capt. E.P. Vivian) and HMS Patroclus (Capt. G.C. Wynter) to the scene and the U-boat began a dramatic battle at 22.50 hours when the first torpedo struck the engine room of HMS Laurentic from a distance of 1500 metres. At 23.28 hours, a second torpedo hit the vessel, but did not explode. A third torpedo was fired at 23.37 hours from a distance of 250 metres into the hole opened by the first torpedo, at this time the lookouts spotted the U-boat on the surface and Kretschmer had a hard time in evading the gunfire. In the meantime, HMS Patroclus began picking up survivors instead of participating in the fight against the U-boat and her lookouts did not see U-99 only 300 metres away. A first torpedo struck the ship at 00.02 hours, a second at 00.22 hours and a third at 00.44 hours. 14 minutes later, the U-boat opened fire with the deck gun and hit with two of the four fired rounds, before Kretschmer had again to evade the gunfire and hit her with a fourth torpedo at 01.18 hours. After that, U-99 searched for the Casanare to give the crew time for reloading the torpedo tubes, but only found two lifeboats at her position and questioned the survivors, the vessel had foundered in the meantime. At 02.39 hours, a Sunderland flying boat suddenly appeared over the U-boat, which had to dive, but no bombs were dropped. At 04.04 hours, the U-boat surfaced after reloading the torpedoes, went back to the auxiliary cruisers at high speed and fired at 04.53 hours a coup de grâce from a distance of 250 metres at the HMS Laurentic. The torpedo struck the stern and ignited the depth charges stored there, causing the ship to sink by the stern within minutes. Around this time a destroyer was spotted and Kretschmer had to sink the HMS Patroclus in a short time. A fifth torpedo at 05.16 hours had no significant effect, but the sixth torpedo at 05.25 hours broke the ship in two, the stern capsized and the bow sank slowly in position 53º43'N, 14º41'W. After that, U-99 was attacked by HMS Hesperus (Lt.Cdr. D.G.F.W. Macintyre, RN), but the destroyer soon left the U-boat to pick up the survivors from HMS Laurentic (F 51). The survivors from HMS Patroclus were picked up by the HMS Beagle (Lt. C.R.H. Wright) and landed at Greenock. 

Hit by U-boat
Sunk on 4 Nov, 1940 by U-99 (Kretschmer).