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Topic: Newman projection (wedges and dotted lines)  (Read 2302 times)

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Offline tvtokyo

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Newman projection (wedges and dotted lines)
« on: May 18, 2014, 03:59:00 AM »
I have this inquiry. Where do I position the wedges and dotted line on a organic compound?
e.g. For this worked example in the textbook (Draw the newman projection for this molecule):
I added in the "dotted line" which is placed on the left hand side of the wedge so that it could give the newman projection as proposed by the text.


However, when i attempted the question I drew the "dotted line" on the right of the wedge(highlighted in yellow), I would not get the same newman projection no matter how I rotate the carbon.


Therefore, is there any rule (direction) to place the solid wedges and dotted line on an organic compound?
Also, for the group I circled in red, did I put the wedge and dotted line correctly?
Please advice. Thanks

Offline Dan

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Re: Newman projection (wedges and dotted lines)
« Reply #1 on: May 18, 2014, 06:02:26 AM »
However, when i attempted the question I drew the "dotted line" on the right of the wedge(highlighted in yellow), I would not get the same newman projection no matter how I rotate the carbon.


You should get the same Newman projection regardless - you have incorrectly transcribed the stereochemistry in this example. The dotted wedge is pointing away from you (down into the page). From the line of sight you have drawn, the Me is on the right and the H is on the left in the Newman. 

Quote
Therefore, is there any rule (direction) to place the solid wedges and dotted line on an organic compound?

No, it doesn't make a difference - it's just two different perspectives of the same molecule. It might help to make a model.
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