I recently had a trip to dentist for tooth extraction, and the oral surgeon accidentally broke the crown of my tooth while trying to pull it. Not only did the surgeon have to go into the gum, but he also had to dig around my jaw bone with a scraper and a drill for what seemed like the better part of an hour to get the remaining fragments of the roots out. It was highly uncomfortable, but tolerable. So to answer your question, yes. There is a chance the dentist might have to go into the gum, and possibly even the bone, to get a tooth out.
Go to the dentist soon anyway. Dentist may be able to save the tooth with a cap.
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