Thanks Bill for your insight.
I cleaned #1 a long time ago.
FYI #3 4 & 5 all have plumber side rails. 3 having the plumber hinge ahead of the front axle # 4 & 5 having its hinge behind the front axle.
Not sure if that info would change your dating speculations?
# 2 goes back for a build another day as there is no indication that it is or was an Open Wheel Angle Winder (OWAW) for short.