In this answer, user18921 wrote that the $\iff$ operation is associative, in the sense that
- $(A\iff B)\iff C$
- $A\iff (B\iff C)$
are equivalent statements.
One can brute-force a proof fairly easily (just write down the truth table). But is there a more intuitive reason why this associativity must hold?
I would say that I personally don't feel that this equivalence is that intuitive. (Maybe it is because I have been thinking too constructively these days.) In classical logic, we have the isomorphism with the Boolean algebra, and that makes it possible to think of $A \leftrightarrow B$ as $A \oplus B \oplus 1$ where $\oplus$ is the exclusive OR. This makes quite a short proof of the associativity of the biconditional. To me, this is the most intuitive way I can think of to justify the associativity.
But as J Marcos mentioned, the equivalence is no longer true in intuitionistic logic. This may serve as an explanation why the equivalence is not supposed to be as intuitive.
(It is straightforward to find a counterexample using the topological model. I will just work out the tedious details for you. Assume $\mathbb R$ is the topological space of interest with the usual topology. Define the valuation $[\![\cdot]\!]$ by $[\![A]\!] = (-1, 1)$, $[\![B]\!] = (0, \infty)$ and $[\![C]\!] = (-\infty, -1) \cup (0, 1)$. It follows that \begin{align*} [\![A \leftrightarrow B]\!] & = [\![A \rightarrow B]\!] \cap [\![B \rightarrow A]\!] = \text{int}([\![A]\!]^c \cup [\![B]\!]) \cap \text{int}([\![B]\!]^c \cup [\![A]\!]) \\ & = (-\infty, -1) \cup (0, 1) = [\![C]\!] \\ [\![(A \leftrightarrow B) \leftrightarrow C]\!] & = [\![(A \leftrightarrow B) \to C]\!] \cap [\![C \to (A \leftrightarrow B)]\!]\\ & = \text{int}([\![A \leftrightarrow B]\!]^c \cup [\![C]\!]) \cap \text{int}([\![C]\!]^c \cup [\![A \leftrightarrow B]\!]) = \mathbb R \\ [\![B \leftrightarrow C]\!] & = [\![B \rightarrow C]\!] \cap [\![C \rightarrow B]\!] = \text{int}([\![B]\!]^c \cup [\![C]\!]) \cap \text{int}([\![C]\!]^c \cup [\![B]\!]) \\ & = (-1, 0) \cup (0, 1) = A - \{0\}\\ [\![A \leftrightarrow (B \leftrightarrow C)]\!] & = [\![(B \leftrightarrow C) \to A]\!] \cap [\![A \to (B \leftrightarrow C)]\!] \\ & = \text{int}([\![B \leftrightarrow C]\!]^c \cup [\![A]\!]) \cap \text{int}([\![A]\!]^c \cup [\![B \leftrightarrow C]\!]) \\ & = \mathbb R - \{0\} \ne \mathbb R \end{align*} where int is the interior and $^c$ is the complement.)