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Leaving the water to stand to allow chlorine to dissipate is a good idea, though I've not heard of it causing the roots to rot before
I don't do it and we have chlorine in the water, but I don't know how much compared to you.
Usually I would say that rotting roots is due to not enough air in the medium. Not enough air can be caused by medium staying too wet, or the medium being too dense, most often it's a combination of the two things. Water fills the small gaps in the medium and unless the medium dries out well between watering you can end up with not enough air getting to the roots. The denser the medium the less air can get in anyway, so the more likely this is to happen. This is why people often say rotting roots is due to over-watering (actually the roots can take more water, but need the air flow as well).
Anyway, as Sonya says new medium will dry quicker than older broken down medium. Also if it was re-potted in a more airy medium it may also dry quicker and need watering more often.
The skewer method Sonya suggests is a good one. I also use the method of clear pots and looking at the roots to see if they are green (moist) or silvery (dry). You can also see how damp the medium is looking through a clear pot.
Finally sometimes if there has been significant root loss it can just be a case that the plant has more leaves than it can support with the remaining ones. If that is the case the lowest (oldest) leaves may drop until it get's to a point it can support the leaves left. However getting the watering right as described above will help maximise the leaves it can support.
Take a look at this thread for more advise on Phals. It's a massive thread so don't try and read it all, but read the first few pages and you'll get a lot of good info.
http://www.orchidboard.com/community...ends-here.html
---------- Post added at 11:31 AM ---------- Previous post was at 11:30 AM ----------
Just realised I've assumed it was a Phal (Phalaenopsis) orchid. There are a lot of other types of orchid, although the advise about the medium and watering should apply to all.