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Topic: orgnaic homework question. easy please HELP !!!!!  (Read 4606 times)

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Offline shiu1

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orgnaic homework question. easy please HELP !!!!!
« on: May 02, 2010, 12:34:31 AM »
Provide a structure for the dibromo-product expected from the reaction of 1,2,3-
trimethylcyclohexene with Br2, and use this product to describe the difference between
the terms "absolute stereochemistry" and "relative stereochemistry".

Offline MissPhosgene

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Re: orgnaic homework question. easy please HELP !!!!!
« Reply #1 on: May 02, 2010, 01:09:40 AM »
Do you know what the product is?
Do you know the definitions of absolute and relative stereocontrol?

Think of the possibilities...
Stereograms of the 32 crystallographic point groups: little bike wheels of cold, hard, pure rationality.

Offline shiu1

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Re: orgnaic homework question. easy please HELP !!!!!
« Reply #2 on: May 02, 2010, 01:15:29 AM »
is it going to be 1,2 dibromo 3-methylcyclohexane? i am not sure actually. i tried to look it up online but i am still really confused. please help !!!  :)

Offline Schrödinger

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Re: orgnaic homework question. easy please HELP !!!!!
« Reply #3 on: May 02, 2010, 01:17:51 AM »
Just Br2 is quite vague. What are the exact reagents/conditions used?
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Offline shiu1

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Re: orgnaic homework question. easy please HELP !!!!!
« Reply #4 on: May 02, 2010, 01:23:16 AM »
i don't know exactly cos that's what i got from my professor. it's something to do with bromination though. it should be something like the 1,2,3-trimethylcyclohexene forms a tertiary carbocation, then it got attacked from the backside by the bromide ion. can you still help me please??

Offline Schrödinger

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Re: orgnaic homework question. easy please HELP !!!!!
« Reply #5 on: May 02, 2010, 01:25:52 AM »
I guess we're in for an addition reaction across the double bond.
Carbocation...hmm.. i think a cyclic bromonium ion is formed, rather than a carbocation. The ring would block one side completely. So, bromide is free to attack only from the opposite side.
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Offline shiu1

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Re: orgnaic homework question. easy please HELP !!!!!
« Reply #6 on: May 02, 2010, 01:28:15 AM »
so do u think 1,2 dibromo 3-methylcyclohexane will be the product?

Offline Schrödinger

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Re: orgnaic homework question. easy please HELP !!!!!
« Reply #7 on: May 02, 2010, 01:31:55 AM »
Yes, but you need to know the stereochemical aspects as well. I think you should google relative and absolute stereochemistry, or just look up your book for more details and better visualization
"Destiny is not a matter of chance; but a matter of choice. It is not a thing to be waited for; it is a thing to be achieved."
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