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Topic: Organic reaction mechanism  (Read 4030 times)

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Offline Ridak

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Organic reaction mechanism
« on: October 22, 2012, 05:31:54 PM »
HI everyone...can anyone explain how can i show the kinetic data of the following equation when k1=1000k2.I know that i have to compare the distance from the central atom or benzene ring but i don't know how activation energy flows here.

Offline Ridak

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Re: Organic reaction mechanism
« Reply #1 on: October 24, 2012, 05:48:01 PM »
hi everyone please help urgently
did i do this write and whats the next step can any one explain me please.

Offline camptzak

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Re: Organic reaction mechanism
« Reply #2 on: October 24, 2012, 11:52:40 PM »
hey, do you know how the K1 mechanism proceeds?
or do you not know either of them? any guesses or anything?
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Offline Ridak

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Re: Organic reaction mechanism
« Reply #3 on: October 25, 2012, 12:08:31 PM »
i think i just know that theres 3 member ring in k1 and 4 member ring intermediate in k2.also that k1 forms easily because OTS is closer to the ring whereas k2 forms late because it has OTS MORE away from benzene.thats the reason for k1=1000k2.
also i have to draw the transition state and detailed mechanism which i am stuck with.i think i need help with it.pls reply
« Last Edit: October 25, 2012, 12:21:53 PM by Ridak »

Offline Ridak

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Re: Organic reaction mechanism
« Reply #4 on: October 25, 2012, 12:17:11 PM »
please help me with this.

Offline discodermolide

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Re: Organic reaction mechanism
« Reply #5 on: October 25, 2012, 12:18:48 PM »
The three membered run intermediate will be very strained and thus this transition state will have a higher energy than that of the four membered ring intermediate, which will have a lower energy of its transition state.
Electron bonding, someone else had better answer that one.
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Offline Ridak

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Re: Organic reaction mechanism
« Reply #6 on: October 25, 2012, 12:24:36 PM »
Thanks so thats the reasoning for k1=1000k2?.what do you think i should write for showing kinetic data.

Offline discodermolide

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Re: Organic reaction mechanism
« Reply #7 on: October 25, 2012, 12:28:19 PM »
I think you'd better wait for someone more knowledgable in physical organic chemistry to explain in detail, sorry. I will just get you confused.

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Offline Ridak

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Re: Organic reaction mechanism
« Reply #8 on: October 25, 2012, 12:29:54 PM »
ok thank you.

i have one moe question

2. The solvolysis of A is 30 times as fast as B in acetic acid.write reasonable mechanism for the two solvolysis reactions to explain this observation.(product structures should be included)

Offline Ridak

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Re: Organic reaction mechanism
« Reply #9 on: October 25, 2012, 12:31:01 PM »
what do you think the further reaction is in A and how do i start B reaction?do i have to remove OTS with acetic acid in B?

Offline Ridak

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Re: Organic reaction mechanism
« Reply #10 on: October 25, 2012, 12:32:25 PM »
i know that i have to show pi bonding electrons in transition state but i am not sure

Offline discodermolide

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Re: Organic reaction mechanism
« Reply #11 on: October 25, 2012, 12:36:59 PM »
Well in A you have a double bond to assist the tosylate departure, this is not present in B. Surely this must be a part of the reason.
By the way you forgot to put in the carbocation and went straight to a product. Putting in the charges will help you find out what is going on.
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Offline Ridak

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Re: Organic reaction mechanism
« Reply #12 on: October 25, 2012, 12:47:55 PM »
can you show me how the carbocation is formed.i am not sure with it
i attached the pi electron bonding is this correct?

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