Is `a<b<c` valid python?

This is documented here.

Formally, if a, b, c, ..., y, z are expressions and op1, op2, ..., opN are comparison operators, then a op1 b op2 c ... y opN z is equivalent to a op1 b and b op2 c and ... y opN z, except that each expression is evaluated at most once.

And, as an example,

Comparisons can be chained arbitrarily, e.g., x < y <= z is equivalent to x < y and y <= z, except that y is evaluated only once (but in both cases z is not evaluated at all when x < y is found to be false).