As the person before me pointed out it can get subtle and tricky with naming conventions, especially since the rules change and sometimes they are adhered to strictly but other times they aren't. But here are my observations/hints in the order presented on your yahoo post:
1)
-yne suffix is for
triple bonds. So you tried to say it had two triple bonds when it had two
double bonds (
-ene suffix).
2) Double bond is named or numbered before the triple bond. Since the double bond occurs between the 1 and 2 carbon you don't have to include the number 1 since it is implied. But this question is a perfect example of the subtleness of the naming conventions. Don't let it stress ya out
3) You answered "5-hexene-yne". What does the -ene suffix represent? A double bond! So you are saying there is a double bond and a triple bond (-ene + -yne) in a molecule with only one triple bond. The triple bond occurs between the 1 and 2 carbon so you don't need to put the #1 in the name.
4) You answered "5-Bromohexyne" So what does that imply? Well it has the -yne suffix so it implies a triple bond. No number was given for the triple bond so what does that imply? It means the triple bond is between the 1 and 2 carbon. The number 5 tells me the bromine is on the 5th carbon.
Now let's look at the answer and compare: "5-Bromo-2-hexyne"
1) What does the -yne tell you?
2) What does the #2 tell you?
3) What does the #5 tell you?
4) Now draw the molecule you named as your answer (5-Bromohexyne) and the one that was correct (5-Bromo-2-hexyne). See the difference?
I hope that helped! Naming can be tricky but the best thing you can do is draw everything out. That will help you alot. Main thing to do is not get discouraged