anonymous
  • anonymous
The product when molecular bromine reacts with cyclohexene at room temperature?
Chemistry
  • Stacey Warren - Expert brainly.com
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SOLVED
At vero eos et accusamus et iusto odio dignissimos ducimus qui blanditiis praesentium voluptatum deleniti atque corrupti quos dolores et quas molestias excepturi sint occaecati cupiditate non provident, similique sunt in culpa qui officia deserunt mollitia animi, id est laborum et dolorum fuga. Et harum quidem rerum facilis est et expedita distinctio. Nam libero tempore, cum soluta nobis est eligendi optio cumque nihil impedit quo minus id quod maxime placeat facere possimus, omnis voluptas assumenda est, omnis dolor repellendus. Itaque earum rerum hic tenetur a sapiente delectus, ut aut reiciendis voluptatibus maiores alias consequatur aut perferendis doloribus asperiores repellat.
schrodinger
  • schrodinger
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aaronq
  • aaronq
hm not quite. First of all, you drew benzene (not cyclohexane) and it would brominate twice, in a trans configuration|dw:1378576020454:dw| I found this website a while back, they give you synthesis problems and it's very interactive, look into it http://highered.mcgraw-hill.com/classware/ala.do?alaid=ala_946617
aaronq
  • aaronq
ps the synthesis problems start at chapter 6, but you should start from chapter 1
abb0t
  • abb0t
HAHA! Gotta work your way from Chapter 1 to finish this! LOL

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anonymous
  • anonymous
:o kay.. But that was given as one of the option I had to choose from.. So I chose that and other options are also similar to that U_U not like that you drew :I but anyways thanks.
abb0t
  • abb0t
By the way, benzene is planar @aaronq I don't think it can be drawn in chair conformation.
abb0t
  • abb0t
Or, wait. I think you have drawn benzene @Ryaan . Is it bromobenzene or what?
aaronq
  • aaronq
benzene sure is planar, but he wrote "molecular bromine reacts with cyclohexene", then he drew a benzene lol Ryan, were they all benzene rings? if so, that can't be right. you can't turn cyclohexane into benzene by brominating it.
anonymous
  • anonymous
:I
1 Attachment
aaronq
  • aaronq
If Br was present as a radical, it would be A, though i'm not sure if the Br-Br bond is cleaved homolytically at 25 degrees without uv light. maybe @abb0t can weigh in on this? Normally, bromination proceeds like this
abb0t
  • abb0t
The photo that @aaronq has provided is very nice! Follow that. Just want to say that it's not a radical reaction. Yes, without UV light. It's still an electrophilic acditiong
abb0t
  • abb0t
The only plausible answer would be \(D\), but I don't see why the bromines are 2 carbons away from each other.
aaronq
  • aaronq
Yeah, i also thought D was the most plausible answer, but by the way the mechanism proceeds, it's impossible to have them not adjacent to each other.
abb0t
  • abb0t
Yeah, a hydride shift of the \(^+\)that forms would be energetically unfavorable. But I would just go with \(D\) and if you get it wrong, try and argue it or get an explanation from a professor as to why it is wrong. Best of luck!

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