Homework Help: chemistry

Posted by Jules on Sunday, April 10, 2011 at 11:05am.

Im stuck on this question. Could someone answer it so I understand it.Thanks

When (R)-Butan-z-ol is treated with TsCl in pyridine and the tosylated alcohol is treated with sodium iodide in acetone, the resulting product is?

A)(R)-2-iodobutane
B)(S)-iodobutane
C)2-iodobutane
D)1-butene
E)None of these

chemistry - Dr Jeff, Sunday, April 10, 2011 at 2:46pm
The alcohol of the 2-butanol will be converted to the tosylate (xxx.mhhe_com/physsci/chemistry/carey5e/Ch08/ch8-10-1_html) with no change is sterochemistry. Now the iodide does an SN2 displacement flipping over the substituents about the 2-carbon. It will now be (S)-2-iodobutane. xxx = w etc. _ =.

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