Can only be purchased with a letter from a doctor or dentist, your National ID number is recorded and you can only buy small amounts.
You won’t go to jail for a pack of gum in your luggage but you will be punished if caught bribing in large quantities (likely a fine or if a foreigner, banned from coming to SG).
People, especially the ones who have never travelled to Singapore, need to stop rehashing this story of old.
Chewing gum can be freely purchased in Singapore from a pharmacy. No, one won't be searched at the airport and/or canned for bringing their own chewing gum into the city.