頃 (ころ/ごろ) => around; about; when N4
... だろうが、... だろうが => Whether it's ... or ... N3
Demonstrate by example
ところを/ところに/ところへ => Right on time/At the right time N2
むしろ => rather; instead N2
Compare
たろう => probably is ~ N3
Speculation
…だろうに => surely… N2
Speculation
かろう => May be... N2
Speculation
~であろうとなかろうと => whoever; whatever; however; even ~ N1
Innocent
ところを/ところに/ところへ => At time/situation A N2
Information, Report
だろうか  => I wonder... N4
Speculation
... ところで => Even though N2
Evaluate
ことだろう => Perhaps... N3
Speculation