As a quick explanation of the main hoses you see in the engine compartment look at the labeled picture below:
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Here is a picture of the correct hook up for your hoses.
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General Vacuum System Diagrams:
General Diesel 1
General Diesel 2
IP Shutoff system diagram
Heating and AC diagram
W123 Chassis:
Cabin
240D AC diagram
Central Interlock System diagram for Chassis 123.1, 123.02/03
Central Interlock Circuit diagram for Chassis 123.1
Central Interlock Circuit diagram for Chassis 123.02/03
Central Interlock System diagram for Chassis 123.183/190
Central Interlock Circuit diagram for Chassis 123.183/190
Engine
616 & 617.91 Motors
617.95 Motors:
1980 California
1981-84 Federal, 1981-1983 California
82 300D Fuel & EGR vacuum diagram
82 & up 240D Fuel and EGR (Automatic trans) vacuum diagram
82 & up 240D Fuel and EGR (Manual trans) vacuum diagram
1984 California, 1985 Federal
85 300CD Federal emissions Fuel & EGR vacuum diagram
1985 California
W126 Chassis:
80 300SD diagram
85 300SD California emissions Fuel & EGR vacuum diagram
Earlier years can be found here.
More information on vacuum related shifting quality can be found here.
If you don't know how old your rubber fittings are or especially if they are showing slight cracking it is time to replace them. Yes I agree that it normally doens't leak through the cracks but instead it typically leaks where the hose meets the fitting. A MityVac is critical for any vacuum system troubleshooting. The black line going to the transmission should hold vacuum for several minutes, if not you have to start replacing things. If this is allowed to leak just a little bit it will change the vehicles shifting vastly. Start off with a new cap, then if that doesn't work either get a new modulator (supposed to work better) or the modulator seal for your current modulator.
Tools:
MityVac