What is "Black Hole Detect" ?

When enabled, causes TCP to try to detect "Black Hole" routers while doing Path MTU Discovery. A "Black Hole" router does not return ICMP Destination Unreachable messages when it needs to fragment an IP datagram with the Don't Fragment bit set. TCP depends on receiving these messages to perform Path MTU Discovery. With this feature enabled, TCP will try to send segments without the Don't Fragment bit set if several retransmissions of a segment go unacknowledged. If the segment is acknowledged as a result, the MSS will be decreased and the Don't Fragment bit will be set in future packets on the connection. Enabling black hole detection increases the maximum number of retransmissions performed for a given segment.

Under Windows 9x, the Registry setting is PMTUBlackHoleDetect, under Windows NT 4 it is EnablePMTUBHDetect.