[DrCMS]

I agree with Raderford carry on doing them please Borek.  I especially liked the middle one Raderfordd linked to as that involved a bit to completely solve it and is a more real world application of chemistry.  I'd like to see more questions like that that require a bit of thinking about and working out rather than just a google search to find a compound with the right mass/colour/other property etc.  but I enjoy trying to get the right answer to all these questions.

[Schrödinger]

Please do continue. I haven't active in this POTW section, but that's only because I lack chemical knowledge. I am still in the learning phase, getting to know stuff. For instance, I know nothing of several topics like electrochem, thermodynamics, acid-base titration, etc. It will take me atleast a year to master these concepts properly (atleast the basics). But reading this section and going through discussions has always been a pleasure

[AWK]

Yeah, so don't we have 3 possibilities? Just consolidating : pent-2-ene, 2-methylbut-1-ene and 2-methylbut-2-ene.

Theoretically one more example is possible - bromination of CH₂TF (T - tritium)

[Borek]

CH₂TF (T - tritium)

That's not an olefin - olefin must be unsaturated.

[fledarmus]

Yes, please continue the problems of the week! I rarely contribute an answer, but I enjoy the process of thinking through the problems and reading what other people come up with. The more-or-less real world applications are my favorites.

[Borek]

I am going to try a problem with a chiral compound once again 

As mentioned earlier, there are more possible answers. Generally speaking there are probably infinitely many answers, as every compound with the formula (C₅H₁₀Br₂)_n will have the same bromine percentage.