I think that the most important thing to acknowledge is that Gandalf knew, or thought, that the entire Quest was hopeless, but given the scenario there was no choice but to attempt it. Let us also not forget that Frodo took it upon himself to destroy the Ring, Gandalf did not force it on him, so it was Frodo's burden and it would be he who had to make the final decision at the Cracks of Doom.
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...where the instrument of intelligence is added to brute power and evil will, mankind is powerless in its own defence.
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