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isomerisation overview
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| Author | Topic: Olefin isomerisation overview |
| Osmium Member |
posted 08-20-99 09:07 AM
Further Improvements in Isomerisation of Olefins in Solvent-Free Conditions Synth. Commun. 23(10), 1379-84 (1993) Nice overview about yields and experimental conditions for the isomerisation of safrole, eugenol and ethyleugenol. The best one: Isolated yield for safrole: 96% for KOtBu without aliquat 336, 180mins, 80°C |
| ReFlux Member |
posted 08-20-99 11:54 AM
What's Florisil? And how is the base (KOH) and PTC isolated from the produced iso-saf? Thanks. -ReFlux |
| r2d3 Member |
posted 08-20-99 02:11 PM
Os: The time saving looks great, but a lot of base (a33%) to safrole ratio, but I guess KOH is cheap. To make it really quick and dirty,could't you just vacuum distill after the reaction. BTW do you still use your old HM e-mail address? Reflux: Come on buddy you must know how to use chem-find by now. Florisil=magnesium silicate=CAS 1343-88-0 |
| gyrogearloose Member |
posted 08-31-99 11:21 PM
Yahoo this is fast and worked out with 1 liter of the starting material like stink.. Thankyou sir... gyro |
| dr
aroma unregistered |
posted 09-01-99 08:53 AM
Use the Wacker. It requires no isomerization at all! |
| Osmium Member |
posted 09-01-99 11:51 AM
Gyro: which procedure did you use? The one I cited up there? Please write a detailed report for us bees. |
| gyrogearloose Member |
posted 09-05-99 08:04 AM
Yes sir the one you posted and I got i liter of Pure ISo from it, after which the elves used it in the classic performic method cited by LaBtop, which gave a stupendous yeild with no trouble. thanking you again for adding to my experience book..... Gyro and the elves. Aliquatt336, sure goes easy and beats the heat as well Never again will we burn our heat pad nor wave away the thick smoke never again turn up the fan Hiding the head under a cloak Just five min without all the smell and stuff boy o boy the other way sure was rough Yes the wacker is nice as well, but the classic formic way is now clean with no smells to tell. What with the NaBH way now in the tiny hands all goes well on the night before christmas in elf land..... gyro |
| dpHarma Member |
posted 09-18-1999 07:42 PM
Please gyro, details
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| gyrogearloose Member |
posted 09-19-1999 01:32 AM
Whats to tell, The elves have had a harder time opening a can Of LAH. they used the above formula for one liter of safareno and it went just like the Man said, add the items in question togeather and shake or stir in the case of the elves. They love their new 5 liter mag stirrer with heat. After stirring for one hr in a vain attempt to get all the KOH into solution, they added the PTC, and everything seemed to change color and it took a shift in viscosity, only an obseervation, no measurement was done to confirm this, commenced heating and put digital sensor into matrix, after one hour it reached 80 C as per instructions, heat was shut down and all was allowed to stir until RT. Washed it without too much emultion problems, then extracted the pure into a glass jar and put under fan to dry. Smelled right and matched a sample from Der Furher's co. Fluka in density and spectra. (sample obtained long ago and retained for this purpose only.) Eles found out other iso proceedures haphazard by comparasion, many a times mdp ? was made from questionable iso and the dreaded sleeping pills appeared for testing. Now this problem solved by this RXN. |
| hellman Member |
posted 09-19-1999 09:16 PM
Gyro, In god's name what the hell do you do with all this stuff,. You sure must have either a nice pad, or a sore brain,. hellman |
| hellman Member |
posted 09-19-1999 09:16 PM
Gyro, In god's name what the hell do you do with all this stuff,. You sure must have either a nice pad, or a sore brain, an one hell of a lifestyle!!!! hellman |
| dpHarma Member |
posted 09-19-1999 09:33 PM
for someone who is mathematically challenged, please explain the ratio of aliquat to 1 mole alkene. I've got the alkene to base as 1:1.2 but the 5mol% has me stumped. is that .05 moles/mole alkene? could'ja just give some actual numbers in gms/mls.? thanks for all the great insights. dpHarma |
| psychokitty Member |
posted 09-20-1999 01:40 PM
Osmium: Can the EXACT same proceedure be used to isomerize eugenol to isoeugenol with yields in the same ballpark? --PK |
| gyrogearloose Member |
posted 09-21-1999 09:18 AM
Well as I have said many times the elves look at instructions then shake their head and use the rule of wrist. The approxamated this the first time with a small amount and it went so well, they got carried away and went for it, same rule of thumb. Gyro wasn't present when they did it and can't get a stright story from them since they were a little out of line on doing so without uncle present, but to their favor it worked out fine. They now have a lifetime supply of iso. |
| Osmium Member |
posted 09-21-1999 10:17 AM
dpHarma: yes, 0.05moles/mole alkene kitty: no, yields will be lower with eugenol, because it will neutralize some of the base. I don't have the ref with me, but yields for eugenol were usually lower. |
| psychokitty Member |
posted 09-21-1999 03:59 PM
Could someone please get that ref for me? I really would be interested in applying this method of isomerization to eugenol even if the yields were only in the area of 70-80%. --PK |
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