AbstractWe investigate the relationship between regular languages and syntactic monoid size. In particular, we consider the transformation monoids of n-state (minimal) deterministic finite automata. We show tight upper and lower bounds on the syntactic monoid size depending on the number of generators (input alphabet size) used. It turns out, that the two generator case is the most involved one. There we show a lower bound of nn1-2n for the size of the syntactic monoid of a language accepted by an n-state deterministic finite automaton with binary input alphabet. Moreover, we prove that for every prime n⩾7, the maximal size semigroup w.r.t.its size among all (transformation) semigroups which can be generated with two generators, is generate...