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Adobe Acrobat reads from the OS what the printer driver advertises as features to the OS. If the double sided feature is not advertised and you need to pass through a printer dialogue established by the printer manufactorer, you cannot blame Acrobat for this. Acrobat allows only for a shortcut, avoiding the printer dialogue at all during it's print job preparation.
It seams to be obvious, that a correct printer driver tells the OS about all of it's features. This is primordial for a seamless inte
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This is fairly lame not to have Two-Sided as a choice, since Acrobat is otherwise great for large documents.
However, here's my workaround for Mac.
1. Save finalized PDF to a folder as a PDF.
2. Open the PDF in "Preview" – the name of a standard app supplied with MacOS
3. Print from the app "Preview"
4. check the 'Two-Sided" box
5. Write a message to Adobe to fix that nonsense…
=8^}
Preview has it Acrobat "Pro" doesn't 
To get Acrobat to do double sided printing -- at least for my Brother HL-2280DW printer -- the key was whether the printer's setup in Control Panel reflects that the printer's Duplexing Unit IS or IS NOT installed.
Interestingly, however, even when that option is set to "Not installed," MS Word's printer dialog still includes Duplexing as an option and it will make my Brother printer print on both sides of the paper whenever I desire. So Microsoft must use a more sophisticated technique for obtaining information about the printer's capabilities and/or for controlling or communicating with these printers than the apparently simpler "ask the OS" "shortcut" method Adobe employs.
That said, I don't know whether the following will work for ALL Brother printers, but here are steps that worked for my Brother HL-2280DW:
In Windows’ Control Panel | Devices and Printers,
(a) Right-click on the Brother printer, then
(b) Click on “Printer properties” (about ½ way down – DO NOT click on “Properties” at the bottom!!); then
(c) you should see a screen something like this:
(d) Click on “Preferences”;
(e) Now, you should see a screen like this:
(f) Click on “Advanced”;
(g) Now you should see a screen like this:
(h) Click on the “Device Settings” tab;
Under “Installable Options, if it shows your printer’s Duplex Unit to be “Installed,” I don’t know what to tell you to do next; however, if – as I suspect – it shows your printer’s Duplex Unit as “Not installed,” click on those words and you should get a dropdown that looks like this:
(j) Click on “Installed” (which should cause it to show that your printer’s Duplex Unit is “Installed”; then
(k) Click on “Apply” (at the bottom) and it now should look like this:
(l) Click on Apply and you should be out of the Printer dialogs and can get out of the Control Panel.
(m) NOW, return to Acrobat and select the Brother printer. About 60% of the way down the printer dialog, there now should be a checkbox next to “Print on both sides of paper,” with radio button choices below for you to pick a “flip” side.
(n) After confirming that the duplexing will occur in the manner you prefer, click on “Print.”
Apparently, the printer property setting identified above (g, h, i, k) is the what Adobe's software looks to in deciding whether or not to reference two-sided printing in its printer dialog.
Nevertheless, it would be far less confusing if -- rather than not mentioning duplexing at all -- Adobe's printer dialog instead includes a note along the lines of "This printer's properties do not identify that it has duplexing (two-sided printing) capability." That at least would tell the user that, if the user knows the printer CAN duplex,then there's likely something wrong in the printer's properties settings, which would give the user a place to start looking for a fix.
Paul
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