- #1
AGNuke
Gold Member
- 455
- 9
Allyl Bromide, during the addition of HBr gives
[tex]CH_3-CHBr-CH_2Br[/tex]
[tex]CH_2Br-CH_2-CH_2Br[/tex]
[tex]CH_3-CH_2-CHBr_2[/tex]
[tex]CH_3-CBr_2-CH_3[/tex]
My take
During the addition of HBr, electrophile will attack first, considering the shift of pi bond in allyl bromide as follows:
[tex]BrCH_2-CH=CH_2 \longrightarrow BrCH_2-\overset{+}{C}H-\overset{-}{C}H_2[/tex]
H+ will attack on negative C. Now, to add Br- on positive one, I get the first option.
But the question is asking all possible products, it seems (possible intermediates/minor products). So, the possibilities of forming the other products is not theoretical impossible, I suppose.
All I need is the mechanism, which can lead to the formation of other products. I am currently working on some mechanisms.
[tex]CH_3-CHBr-CH_2Br[/tex]
[tex]CH_2Br-CH_2-CH_2Br[/tex]
[tex]CH_3-CH_2-CHBr_2[/tex]
[tex]CH_3-CBr_2-CH_3[/tex]
My take
During the addition of HBr, electrophile will attack first, considering the shift of pi bond in allyl bromide as follows:
[tex]BrCH_2-CH=CH_2 \longrightarrow BrCH_2-\overset{+}{C}H-\overset{-}{C}H_2[/tex]
H+ will attack on negative C. Now, to add Br- on positive one, I get the first option.
But the question is asking all possible products, it seems (possible intermediates/minor products). So, the possibilities of forming the other products is not theoretical impossible, I suppose.
All I need is the mechanism, which can lead to the formation of other products. I am currently working on some mechanisms.
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