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One day, I was teaching this kid English. We were talking about using "which" in different sentences.
Then It came to using which with Inanimate objects and while we were discussing about it, he asked me why can't we can't form a question like this:

"Which train does go to Boston

Not being able to answer the question, I just put it off which I didn't want to.

Now I feel bad and don't want to leave any bad impression. I know this is how such questions are formed but I am not aware why we can not add auxiliary verb Does

So why we never ask such questions this way?

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  • Does can be used to emphasise another verb. You wouldn't start a conversation by asking "Which train does go to Boston?", but if you were told that the one you had been about to board doesn't go there, you might ask "So which train does go there?" Nov 27, 2019 at 8:22

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Do support is required in questions where the verb and the subject are inverted, so

(archaic) See you that?

is replaced in modern English by

Do you see that?

Where the question word is the subject, it does not invert, so no do support is required:

Who said that?

Which train goes to Boston?

As in affirmative sentences, do is possible, but is either emphatic or contrastive.

So Which train does go to Boston? might occur after a discussion like

That train goes to Boston, doesn't it?

No, that one goes to Lincoln.

Well, which train does go to Boston?

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