Analyzing L1 minus L2 (Is it not context free?) implies FALSE
We can rewrite the set-difference operation using intersections and complements:
L1 minus L2 is equal to L1 intersected with the complement of L2.
Now, let's look at the components:
L2 is Regular. Because Regular languages are strictly closed under complement, the complement of L2 is also Regular.
L1 is a Context-Free Language.
This simplifies the problem down to checking the closure property of a Context-Free Language intersected with a Regular Language.
The Rule: The intersection of any Context-Free Language and a Regular Language is always a Context-Free Language. You can mechanically prove this via a cross-product construction of a pushdown automaton and a deterministic finite automaton.
Because L1 minus L2 is guaranteed to be a Context-Free Language, the statement "L1 minus L2 is not context free" is FALSE.
Analyzing L1 intersected with L2 (Is it context free?) implies TRUE
As established in the previous step, this is the exact closure property of a Context-Free Language intersected with a Regular Language.
The Logic: A pushdown automaton for L1 and a deterministic finite automaton for L2 can be combined together into a new hybrid pushdown automaton. The states of this new machine track both the pushdown automaton and deterministic finite automaton states simultaneously, while still using the single stack from the original pushdown automaton.
Since the resulting machine is a valid pushdown automaton, the language L1 intersected with L2 is always a Context-Free Language. Therefore, this statement is TRUE.
Analyzing the complement of L1 (Is it context free?) implies FALSE
This checks the absolute fundamental boundary rule of regular Context-Free Languages:
The Rule: Context-Free Languages are NOT closed under complement.
The Classic Counterexample: If L1 is the union of the language a to the n, b to the n, c to the m and the language a to the m, b to the n, c to the n (which is a valid Context-Free Language), its complement requires tracking two sets of independent counts at the same time to match errors, which cannot be modeled using one stack.
Because the complement of a Context-Free Language is not guaranteed to be a Context-Free Language, declaring universally that "the complement of L1 is context free" is FALSE.
Analyzing the complement of L2 (Is it regular?) implies TRUE
This checks the closure property of the lowest level of the hierarchy:
The Rule: Regular languages are completely closed under complement.
The Machine Proof: If you take a valid, complete deterministic finite automaton that recognizes L2, you can build an exact machine for the complement of L2 simply by flipping every non-final state into a final state, and every final state into a non-final state.
Since the flipped machine is still a valid deterministic finite automaton, the complement of L2 is guaranteed to be Regular. Therefore, this statement is TRUE.