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Topic: Conformational Isomers question  (Read 5603 times)

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Offline G O D I V A

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Conformational Isomers question
« on: November 13, 2009, 08:45:35 PM »
Which of the following are conformational isomers? (number them 1,2,3,4 starting from the left)

Is it 3 and 4?


Offline Suprachiasmatic Nucleus

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Re: Conformational Isomers question
« Reply #1 on: November 13, 2009, 08:52:33 PM »
Which of the following are conformational isomers? (number them 1,2,3,4 starting from the left)

Is it 3 and 4?



Hi, I believe it is #2 and #4, by rotating the sigma bonds.

#2 is: R,R.
#4 is: R,R.

#1 is: S,R
#3 is: S,S; therefore it SHOULD be 2,4 if I am correct.

Offline G O D I V A

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Re: Conformational Isomers question
« Reply #2 on: November 13, 2009, 09:34:56 PM »
Which of the following are conformational isomers? (number them 1,2,3,4 starting from the left)

Is it 3 and 4?



Hi, I believe it is #2 and #4, by rotating the sigma bonds.

#2 is: R,R.
#4 is: R,R.

#1 is: S,R
#3 is: S,S; therefore it SHOULD be 2,4 if I am correct.

I get something different for 2 and 4



For 2 I get S, R not R, R

and for 4, how do you know which way to go from the bromine?

Offline Mitsunobo

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Re: Conformational Isomers question
« Reply #3 on: November 13, 2009, 10:18:46 PM »
When assigning R and S, it would be easier if you position the hydrogen at the back, then assign priorities to the remaining substituents. I think you will agree with the previous poster if you do that.

Offline G O D I V A

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Re: Conformational Isomers question
« Reply #4 on: November 14, 2009, 02:50:34 AM »


Hi, I believe it is #2 and #4, by rotating the sigma bonds.



When assigning R and S, it would be easier if you position the hydrogen at the back, then assign priorities to the remaining substituents. I think you will agree with the previous poster if you do that.


Alright thanks guys.  I have a related question to this.  I'm horrible at this 3d rotation thing in my head.

If you reacted (E)-2-butene with Br2 which of those (1-4) would you get?  I was thinking 3 only because it would be anti addition right?  So the bromine have to be like 180 apart so that excludes 1,2 and 4

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