Let $G$ be a group, and assume that there exist $a, b, c \in G$ such that $abc$, $acb$, $bac$, $bca$, $cab$ and $cba$ are precisely 5 distinct elements (i.e. that precisely two of the products are equal).
Question 1: Does it follow that there exist $d, e, f \in G$ such that $def$, $dfe$, $edf$, $efd$, $fde$ and $fed$ are precisely 4 distinct elements? And if not -- does the non-existence of such $d, e, f \in G$ at least imply that $G$ is infinite?
Remark: When one replaces 5 by 6, the answer is no. -- The smallest group which can be taken as an example here has order 54. It is $$ G_{54,8} := \langle (1,4,7)(2,5,8)(3,6,9), (3,4,5)(6,8,7), (3,6)(4,7)(5,8) \rangle. $$
Question 2: Let $G$ be as above, and assume further that there are no $d, e, f \in G$ such that $def$, $dfe$, $edf$, $efd$, $fde$ and $fed$ are pairwise distinct. If $G$ is finite, does it follow that the order of $G$ is a multiple of 5?
Remark: The groups of order up to 625 which fulfill the conditions have orders 20, 40, 60, 80, 100, 120, 125, 140, 160, 180, 200, 220, 240, 250, 260, 280, 300, 320, 340, 360, 375, 380, 400, 420, 440, 460, 480, 500, 520, 540, 560, 580, 600, 620 and 625, respectively.
Side note: A related earlier question of mine remains unsolved so far.
Added on Aug 21, 2018: Given a group $G$, put $$ {\rm P}_3(G) := \left\{ |\{abc, acb, bac, bca, cab, cba\}| \ \big| \ a,b,c \in G \right\}. $$ Then clearly we have ${\rm P}_3(G) = \{1\}$ if and only if $G$ is abelian. Computational investigations further suggest that ${\rm P}_3(G)$ is always one of $\{1\}$, $\{1,2\}$, $\{1,2,3\}$, $\{1,2,3,4\}$, $\{1,2,3,4,5\}$, $\{1,2,3,4,5,6\}$, $\{1,2,3,4,6\}$, $\{1,2,3,6\}$ and $\{1,2,6\}$ -- where $\{1,2,3,4\}$, $\{1,2,3,4,5,6\}$ and $\{1,2,3,4,6\}$ are all very common, while $\{1,2,3,6\}$ and $\{1,2,3,4,5\}$ impose more-or-less severe restrictions on the structure of the group.