Q1: When I use this card's On Play effect to digivolve it into a Digimon card with Dark Animal or Undead in its traits from my trash, can it digivolve regardless of its digivolution requirements?
No, it can't. You can’t ignore digivolution requirements when using this card's effect.
Lv.3 Dracmon P-085 P Rookie | Virus | Undead [On Play] If you have a purple Tamer and it's your turn, this Digimon may digivolve into a Digimon card with the [Dark Animal] or [Undead] trait in your trash.
Lv.3 Dracmon P-085 P Rookie | Virus | Undead [On Play] If you have a purple Tamer in play and it's your turn, you may digivolve this Digimon into a Digimon card with [Dark Animal] or [Undead] in its traits from your trash for its digivolution cost.
Lv.3 Dracmon P-085 P Rookie | Virus | Undead [On Play] If you have a {{Colour|purple}} Tamer in play, if its your turn, you may digivolve this Digimon into a Digimon card with the [Undead] or [Dark Animal] trait from your trash by paying its digivolution cost.
Lv.3 ドラクモン P-085 P 成長期 | ウィルス種 | アンデッド型 【登場時】紫の自分のテイマーがいるとき、自分のターンなら、このデジモンを自分のトラッシュの特徴に「魔獣型」か「アンデッド型」を持つデジモンカードに進化コストを支払って進化できる。