Kakashi seems to have believed it could.I'm not saying Orochimaru can pierce Tsukiyomi and break out, but there really isn't really any proof that his mind is so weak that it'd kill him either. Incapacitate him, sure, but does Tsukiyomi even kill?
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This is clearly in reference to Tsukuyomi, as the technique only lasts a second, so Itachi would not have the opportunity to kill Kakashi at any other moment between that time span.
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