I'm currently working on a web application and the powers above have decided that overriding the browser's right-click menu with our own application-specific one is the way to go.
I totally disagree. I feel that when someone is using a web browser they have certain expectations about what should happen when they use the right-click functionality of a pointing device, and violating these expectations by purposefully supplanting this functionality is very disconcerting (annoying?) to the user.
What do you think? Have you ever seen right-click done well in a web app? I mean in a way that you actually thought, "Yes, this right-click functionality was a great decision."?
It's generally not a good idea:
Users, especially power users, expect to be able to right-click on elements in desktop applications in order to get a menu of element-specific actions. This expectation does not exist for web applications - indeed, the expectation is that right-clicking in a web page will give you the standard web-page menu where you can print, open links in new windows, view source, etc.
Because the ability to override built-in menus has been so abused in the past (mostly by naive programmers attempting to disable saving images), many browsers prohibit it or make it difficult for client code to override in a reliable fashion.
If you are creating a web app that closely simulates the behavior of an existing and well-known desktop app, it may be appropriate to put the effort in required to implement sensible right-click menus. However, you should then also follow the usual recommendation for these menus in desktop apps: use them to provide quick access to context-specific operations, but also provide another means of accessing the same features.
No, because it's simply not discoverable. Of course, this depends on the application, but likely users won't have a clue to right click.
When a user is on the Web ("the Internet") they expect to use one button. Think about all the Apple Mighty Mouse users who will have trouble using your site.
Easiest way to prove to your boss whether the idea will work or not: test on real users. You should be doing this anyway.
Google Docs is the only web-app where I appreciate any attempt at all to use right-click functionality; and they have it implemented spot-on.
Update: To clarify a bit, I think the implementation is great because Google Docs (the whole site/app) is very good at making you forget that you're in a web-browser.
One more thought: DON'T! Between IE6/7/8, Firefox 2/3, Chrome, Safari and the other lesser known browsers and versions it sounds like an nightmare to support across the board. Unless your user's number in the millions the testing alone is probably a good enough reason to avoid it.
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