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Notable deals for 1999-00
| New Jersey Devils acquire | Date | Vancouver Canucks acquire | ||
|---|---|---|---|---|
 | Alexander Mogilny | March 14, 2000 | Brendan Morrison |  |
| Denis Pederson | ||||
| Boston Bruins acquire | Date | New York Rangers acquire | ||
|---|---|---|---|---|
 | Mike Knuble | March 10, 2000 | Rob DiMaio |  |
| New Jersey Devils acquire | Date | Montreal Canadiens acquire | ||
|---|---|---|---|---|
| Vladimir Malakhov | March 1, 2000 | Josh DeWolf |  |
| Sheldon Souray | ||||
| 2001 2nd round pick (#61-Andreas Holmqvist) | ||||
| Carolina Hurricanes acquire | Date | Philadelphia Flyers acquire | ||
|---|---|---|---|---|
 | Rod Brind'Amour | January 23, 2000 | Keith Primeau |  |
| Jean-Marc Pelletier | 2000 5th round pick (#148-Kristofer Ottosson) | |||
| 2000 2nd round pick (#63-Agris Saviels) | ||||
| Calgary Flames acquire | Date | New York Rangers acquire | ||
|---|---|---|---|---|
 | Marc Savard | June 26, 1999 | 1999 1st round pick (#9-Jamie Lundmark) | |
| 1999 1st round pick (#11-Oleg Saprykin) | 1999 3rd round pick (#77-Craig Anderson) | |||
| rights to Jan Hlavac | ||||
| Los Angeles Kings acquire | Date | New York Islanders acquire | ||
|---|---|---|---|---|
 | Marcel Cousineau | June 19, 1999 | Mathieu Biron |  |
| Zigmund Palffy | Josh Green | |||
| Bryan Smolinski | Olli Jokinen | |||
| 1999 4th round pick (#125-Daniel Johansson) | 1999 1st round pick (#8-Taylor Pyatt) | |||