Whenever I try to..., Every time I intend to...
This expression is used to indicate that the situation in the following clause occurs whenever the subject tries to do the task stated in the preceding clause. Specifically, it refers to an often-experienced situation in which the situation in the following clause always occurs whenever the subject tries to do the action in the preceding clause, resulting in the subject not being able to properly do the intended action. It is usually used in spoken speech.
This expression can be replaced with -(으)려고 하면 without much change in meaning. However, -(으)ㄹ라치면 is a slightly more colloquial expression than -(으)려고 하면.