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amalgum
(Stranger) 09-30-01 20:34 No 218928 |
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cis and trans | Bookmark | |||||
What is the difference between the cis and trans isomers of safrole other than them being structured different. Is one more potent than the other? |
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terbium (Old P2P Cook) 09-30-01 21:43 No 218943 |
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Re: cis and trans | Bookmark | |||||
The better question might be - what is the difference in reactivity of the safrole cis and trans isomers during a Wacker oxidation. To which the answer would probably be - not much. Cis and trans safrole both convert into exactly the same ketone. So once you have the ketone the difference is gone. |
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amalgum (Stranger) 09-30-01 22:15 No 218954 |
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Re: cis and trans | Bookmark | |||||
Actually I wasnt worried about reactivity. I was just wondering if use of a different isomer would yeild a better product in the long run. But since you brought it to my attention that it goes to the same ketone, I guess all I can say is nevermind. |
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foxy2 (Distinctive Doe) 09-30-01 23:17 No 218964 |
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Re: cis and trans | Bookmark | |||||
Terbium I think I saw a reference that said the reactivity of the cis was somewhere around 9 times faster than the trans. If I remember right it was for an epoxidation reation. Don't quote me on this because my memory is foggy and I have no idea where I read it. ![]() Do Your Part To Win The War |
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terbium (Old P2P Cook) 10-01-01 00:53 No 218981 |
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Re: cis and trans | Bookmark | |||||
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riobard (Newbee) 10-01-01 12:09 No 219100 |
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Re: cis and trans | Bookmark | |||||
Foxy, I think you're right about the rate being 9X faster for cis-isosafrole than trans-isosafrole. The cis- isomer is a bit less hindered for the peracid to approach the isosafrole molecule's double bond, so it should react more quickly. Epoxidations only goe through a single step, so no wierd chemistry in involved as far as I can see. |
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