obituary
(Hive Addict) 08-12-01 01:38 No 203572 |
phenylacetic acid | Bookmark | ||||||
Baeyer-Villiger Rearrangement of a ketone to an ester. well, the ketone can be anything along the lines of 1-phenyl-hexamethylbadass-2-one as long as the phenyl is 1-position and the alkyl group has a carbonyl at the 2-position yes- so take something like 1-phenyl-hexan-2-one and peracid it you get the respective esters and the acids---- so hydrolyze to get the acids basify and extract with water obit'll use NaCO3 in case it's sensitive to strong acids re-acidify and bam- phenylacetic acid obit thinks that max yeild for our acid would be 50% b/c it doesn't say which side the ester forms on the ketone- so if it splits 50/50 on either side- then 50% would be the max possible amount just a thought |
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obituary (Hive Addict) 08-13-01 00:41 No 203881 |
Re: phenylacetic acid | Bookmark | ||||||
anybody? |
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Rhodium (Chief Bee) 08-13-01 01:19 No 203905 |
Re: phenylacetic acid | Bookmark | ||||||
Yes, the reaction should work all right in theory, but I don't know about if the reaction would be selective for cleaving on one side or another of the carbonyl. Do you have any suggestions about what cheapish ketone to start with? We wouldn't want to start with P2P, would we? |
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obituary (Hive Addict) 08-13-01 05:14 No 203971 |
Re: phenylacetic acid | Bookmark | ||||||
point is that the average P2something ketone isn't going to be watched and they can all be converted to P2P in theory. and no, obit hasn't even approached working out the procedure. wanted to run it by some others first. and if you're serious about the "start with P2P" question, then think about the cycle it would lock you into. the purpose is to create P2P from other ketones similar to it. |
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Rhodium (Chief Bee) 08-13-01 05:24 No 203976 |
Re: phenylacetic acid | Bookmark | ||||||
I wasn't serious when saying you could start with P2P, but seriously I don't know of any cheap phenyl-2-ketones you could start your synthesis with. If you know any, please enlighten me. |
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obituary (Hive Addict) 08-13-01 05:26 No 203979 |
Re: phenylacetic acid | Bookmark | ||||||
if obit finds some, will share. if not, then oh well. what about oxidation of a 2-ol ? |
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Rhodium (Chief Bee) 08-13-01 05:32 No 203983 |
Re: phenylacetic acid | Bookmark | ||||||
That would also work, followed by a bayer-villiger oxidation. |
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obituary (Hive Addict) 08-13-01 05:37 No 203987 |
Re: phenylacetic acid | Bookmark | ||||||
yes, but are the 2-ol's cheap enough? readily avail? shoot even a halo compound, swap with base to give OH, and then oxidize. but only if the materials are cheap and readily avail. |
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Rhodium (Chief Bee) 08-13-01 05:47 No 203993 |
Re: phenylacetic acid | Bookmark | ||||||
I would buy phenethylalcohol (it is not controlled), and oxidize its ass of to phenylacetic acid directly. |
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obituary (Hive Addict) 08-15-01 17:32 No 204785 |
Re: phenylacetic acid | Bookmark | ||||||
http://www.pmf.ukim.edu.mk/PMF/Chemistry |
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