tisler
07-04-2008, 08:14 AM
I've been studying destoyer and it tells me that t-butoxide(if i spelled it right) favors unstable double bond in E2. However, ethoxide follows zaitsev rule. Can anybody tell me why?
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View Full Version : Orgo Question! tisler 07-04-2008, 08:14 AM I've been studying destoyer and it tells me that t-butoxide(if i spelled it right) favors unstable double bond in E2. However, ethoxide follows zaitsev rule. Can anybody tell me why? Orgodox 07-04-2008, 09:12 AM First of all its not unstable the double bond its just less substituted which makes it less favorable. The answer is because t-butoxide is big and bulky and cant dig into the middle to pull off a H, but EtO- is much smaller and can get in there to take off the H to form more stable zaitsev product PooyaH 07-04-2008, 10:51 AM First of all its not unstable the double bond its just less substituted which makes it less favorable. The answer is because t-butoxide is big and bulky and cant dig into the middle to pull off a H, but EtO- is much smaller and can get in there to take off the H to form more stable zaitsev product :thumbup: tisler 07-04-2008, 12:12 PM First of all its not unstable the double bond its just less substituted which makes it less favorable. The answer is because t-butoxide is big and bulky and cant dig into the middle to pull off a H, but EtO- is much smaller and can get in there to take off the H to form more stable zaitsev product oh...i see how it works. Thank you so much:) |