Atfer upgrading to 2016.2 (from 2015.2) were are no longer able to upload an attachment to a request offering which has an Uppercase Extension. This belongs to the Attachment widget on a request offering form.
See screenshot. We were able to reproduce the issue with Internet Explorer 11, Google Chome 56 and Firefox 45.4.
We also tested with different roles but the result is the same. One way to reproduce this issue is to login to the self service and select a offering to create a new service request. Then you need to attach two file for example test.jpg and Test2.JPG, Then you will see that one of them is highlighted and not uploaded after you save the request.
It seems that the issue only occurs at Service Requests and not in Incidents. We are able to upload files with lower and uppercase extensions to Incidents.
Do you have the same issue?