Is cis 4-tert-butylcyclohexanol more polar than trans? I recently did a reduction reaction of 4-tert-butylcyclohexanol with sodium borohydride ran a TLC and I have two Rfs of .522 and .432 run in a normal phase TLC with DCM as the mobile phase. I would like to think that the cis is more polar but after I developed the TLC with KMnO4 it looks like there is more of the cis than of the trans which wouldnt make any sense because the products are 80:20 favoring trans.

Question

anonymous · Answer

Maybe possible streaking caused it to look longer?

anonymous · Answer

Cis would be more polar than trans.
cis is \_/ and trans /-/