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Topic: Order of the addition be reversed?  (Read 3539 times)

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Offline jones005

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Order of the addition be reversed?
« on: May 15, 2016, 05:10:44 AM »
First of all i am sorry for my bad english!

I have made a synthesize of 1,2-dibromo-4,5-dimethoxybenzene.
This was done by adding Br2 to 1,2-Dimethoxybenzene.

My question is, if it is necessary to add the bromine to the 1,2-Dimethoxybenzene to get 1,2-dibromo-4,5-dimethoxybenzene or can the order of addition be reversed? And if so which catalyst for this reaction is needed?  :)

Offline AWK

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Offline OCSaviour

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Re: Order of the addition be reversed?
« Reply #2 on: May 15, 2016, 09:53:40 AM »
Do you mean that you want to obtain 1,2-dibromo-4,5-dimethoxybenzene from 1,2-Dibromobenzene?

If yes, then try introducing two ONa groups at 4th and 5th position.

Offline jones005

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Re: Order of the addition be reversed?
« Reply #3 on: May 15, 2016, 10:35:44 AM »
No like what i mean is. Do i have to add the bromine to 1,2-dimehoxybenzene or can i add 1,2-dimethoxybenzene? Because as far as i know the bromine need to be added to the 1,2-dimethoxybenzene to avoid that the bromine adds to the other positions.

Offline OCSaviour

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Re: Order of the addition be reversed?
« Reply #4 on: May 15, 2016, 10:44:33 AM »
"or can I add 1,2-Dimethoxybenzene?" add it to what?

Offline critzz

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Re: Order of the addition be reversed?
« Reply #5 on: May 15, 2016, 10:57:34 AM »
He means exactly what he says about the order of addition  :P. He wonders if he can add 1,2-dimethoxybenzene to a flask containing bromine, instead of adding bromine to a solution of 1,2-dimethoxybenzene.

Offline jones005

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Re: Order of the addition be reversed?
« Reply #6 on: May 15, 2016, 12:12:48 PM »
Exactly   :D :D :D

Offline kriggy

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Re: Order of the addition be reversed?
« Reply #7 on: May 15, 2016, 12:40:24 PM »
Itmight matter, it might not. Its likely that by adding the dimethoxybenzene into excess of bromine, you get more side products than vice versa

Offline orgopete

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Re: Order of the addition be reversed?
« Reply #8 on: May 16, 2016, 11:06:14 AM »
If the bromine reacted at the rate of addition of bromine to an excess of dimethoxybenzene, what would happen if dimethoxybenzene were added to an excess of bromine? I don't know, but it certainly seems possible that additional reactions might take place. I used to keep, "Stick to what you know works!" On my hood in case I wanted to try for a miracle. (I was in industry and wasted time was wasted money.)
Author of a multi-tiered example based workbook for learning organic chemistry mechanisms.

Offline OCSaviour

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Re: Order of the addition be reversed?
« Reply #9 on: May 16, 2016, 01:23:59 PM »
He means exactly what he says about the order of addition  :P. He wonders if he can add 1,2-dimethoxybenzene to a flask containing bromine, instead of adding bromine to a solution of 1,2-dimethoxybenzene.

i asked him that, he denied it. Well, it's good that his query has been resolved, so it doesn't matter. :)

Offline critzz

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Re: Order of the addition be reversed?
« Reply #10 on: May 17, 2016, 06:10:38 PM »
Do you mean that you want to obtain 1,2-dibromo-4,5-dimethoxybenzene from 1,2-Dibromobenzene?

He was still right to deny your question :P. Because you were giving a suggestion involving a different starting material. But he only asked if the order of addition mattered of the same two components. (addition A to B or addition B to A)
 
He wonders if he can add 1,2-dimethoxybenzene to a flask containing bromine, instead of adding bromine to a solution of 1,2-dimethoxybenzene.




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