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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: w451208 on November 15, 2010, 11:42:00 AM

Title: Enantiomers
Post by: w451208 on November 15, 2010, 11:42:00 AM
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Would these not be enantiomers if you rotated the second molecule 180 degrees?

(https://www.chemicalforums.com/proxy.php?request=http%3A%2F%2Fimg230.imageshack.us%2Fimg230%2F5598%2Fn138008.jpg&hash=a1c6f275ea4321587d1b8cfc0c88b17b4e30efbc)

Also why would these not be identical?

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Wouldnt these be diastereomers?

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How are these identical? The ring flip would cause a change in position.
Title: Re: Enantiomers
Post by: jake.n on November 15, 2010, 02:58:40 PM
40)  This is a single compound.  You can see this by rotating either structure by 180°.

42)  This looks to me like a single compound

47)  Try imagining (I) from the other side of the viewing plane.  Does it look like (II).  It's tempting to assume that since both dashes/wedges changed that these are diastereomers, but in fact you are just changing you viewing angle. 

55)  This is a monosubstituted ring, and any way you draw 1-bromocyclohexane it will always be the same compound, because it is achiral.  Also, ring flips are a conformational change and only alter the equitorial-axial position of substitutents and does not change the absolute stereochemistry.

These kinds of questions are much easier to answer with models.