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The question goes this way:

Give a useful (and hence natural sounding) denial of each of the following statements.

Fred will go but he will not play.

This is how I attempted to solve the problem:

Let A: Fred will go and let B: He'll play. The statement says: (A(and)(not)B) So, the negation of this statement gives: ((not)A(OR)B)

So my answer is "Fred will not go or he'll play." but the answer key says : "Fred will not go but he'll play."

In my opinion "but" sound more like "and". So, how am I wrong?

(Please excuse my Mathjax skills)

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The answer key is simply wrong; "Fred will not go but he'll play" is not the negation of "Fred will go but he won't play." Your answer, "Fred will not go or he'll play" is logically correct, but one could argue whether it's "natural sounding". A logically equivalent but perhaps better-sounding formulation would be "If Fred goes then he'll play." (Remember that, in general, "(not A) or B" is equivalent to "A implies B.")

Andreas Blass
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