What Happens to Bromines in a Double Bond in Organic Chemistry?

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Discussion Overview

The discussion revolves around the behavior of bromines in a double bond within organic compounds, particularly focusing on the implications of hydrogenation and the resulting structural changes. Participants explore the potential outcomes of this chemical process, including the formation of saturated compounds and the fate of bromine atoms.

Discussion Character

  • Exploratory
  • Technical explanation
  • Debate/contested

Main Points Raised

  • Some participants propose that the double bond would be broken, leading to the detachment of bromines from the ring, potentially allowing for hydrogen atoms to occupy the resulting vacancies.
  • There is a suggestion that the two bromines might form Br2 after being detached from the ring.
  • One participant questions the precise nature of the bond breaking and whether it should be termed as such, indicating a possible language difference in describing the process.
  • Another participant mentions the role of platinum as a hydrogenation catalyst, implying its effectiveness in facilitating the reaction.

Areas of Agreement / Disagreement

Participants express differing views on the terminology and specifics of the bond breaking process, with no consensus reached on the exact mechanisms or outcomes of the reaction involving bromines and double bonds.

Contextual Notes

There are unresolved questions regarding the specific mechanisms of bond breaking and the conditions under which bromines detach from the ring, as well as the implications of using a hydrogenation catalyst.

KristinaMr
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Homework Statement
if we have 1,2-dibromocyclohexene (double bond is between 1 and 2 carbon) and we add H2 over Pt, what is the final product?
Relevant Equations
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I think that the double bond would be broken in some way but what happens to the two bromines? do they remain in the ring? (or does HBr forms? is it possible?)
 
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KristinaMr said:
I think that the double bond would be broken in some way
In what way, precisely?
KristinaMr said:
what happens to the two bromines? do they remain in the ring? (or does HBr forms? is it possible?)
What do you think happens to them? Keep in mind that platinum is a really really good hydrogenation catalyst.
 
the double bond breaks because bromines are detached from the ring leaving a place for hydrogens ...so now we are left with a saturated cyclohexane. Is it correct? ...and the two bromines just form Br2 (?)
 
KristinaMr said:
the double bond breaks because bromines are detached from the ring leaving a place for hydrogens ...so now we are left with a saturated cyclohexane. Is it correct? ...and the two bromines just form Br2 (?)
Yes, the product I would expect to get is cyclohexane. I'm not sure I would call that bond breaking, though. Maybe it's a language difference.
 
thank you :thumbup:
 

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