Hello native English speakers. Two queries about one sentence. I write a new sentence with relative pronoun to modify the noun “Tom' teacher” in the old sentence “They know if Tom's teacher gives him 100 dollars he would buy a beautiful dress for his girl friend Jane.”: ① They know the person if who gives Tom 100 dollars he would buy a beautiful dress for his girl friend Jane. (new sentence). If it modifies the noun “100 dollars”, such sentence is: ② They know the money which Tom's teacher gives him with which to possibly buy a beautiful dress for his girl friend Jane. or, ③ The money which , they know, Tom would buy a beautiful dresses for his girl friend Jane if Tom's teacher gives him. (pity it is not a complete sentence but a noun phrase) Question: Are the sentences as ①, ②, and ③(a noun phrase) all grammatically correct? How to correct if there are any errors , or rather, would you provide better sentences to be in place of my sentences as ①,②, and ③(anoun phrase)?

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