Do you have a set of difficult questions and answers for each chapter (1-12) of the outsiders? Beside the quizzes that provided?

I believe that this question is asking you to come up with some level 2, 3, and 4 questions for each chapter of the book. These types of questions require more than simply providing an answer based on facts found in the text. A level 1 question might ask the answer to provide the names of the Curtis brothers. The "difficult" questions being asked about probably refer to questions about character development, themes, application beyond the text, comparing and contrasting characters, etc.
I think a question that you could use throughout each of the chapters would be the following question. "How does Ponyboy feel about the Socs?" This is an important question to ask throughout the book because Pony's viewpoint of the Socs drastically changes throughout the novel. Another repetitive chapter question could be, "What do you think is the most important event of this chapter? Explain why you think this." Different readers are going to answer that question differently. It's a tough question because it requires a reader to defend his/her position. Finally, you could ask questions that require a reader to apply their personal experiences to. For example: "How would you have responded if you were in this character's position?"