12-19-03 21:22
No 477875
according pg 468 of March's 5ht ed, 2,5-dimethylfuran reacted with H2SO4 and H2O gives 1,4-hexadione. Following this, it looks like plain old furan would give the 1,4 aldehyde ?
(Hive Bee)
12-19-03 22:05
No 477877
Dont know this ref. Did they seperate this produkt or did they only found it spectroscopically?
Yields?
Perhaps the Methyl-groups are the key? M ; I effekt
From where is all the hydrogen ?
THF under this conditions will give peroxides......booom.
But the thought seems to be interesting.
I ll try it.
05-12-04 18:27
(Rated as: misinforming)
(Chief Bee)
05-12-04 22:03
No 506706
2,5-dimethoxytetrahydrofuran (a cyclic acetal) can be hydrolyzed by acid to succindialdehyde, acid cleavage of THF would only yield butandiol derivatives. UTFSE.
Also see Post 458701 (Rhodium: "2,5-Dimethoxy-tetrahydrofuran from Furan", Methods Discourse)
The Hive - Clandestine Chemists Without Borders
(Newbee)
05-12-04 22:50
No 506718
furan -ch2-ch2-ch2-c2-o-, a saturated ether, cleaved would produce butanediol, but wouldn't tetrahydrofuran, -ch=ch-ch=ch-o-, an unsaturated ether, when cleaved produce initally a vinyl alcohol which would isomerize to the aldehyde?
(Chief Bee)
05-13-04 02:18
No 506748
You have confused the structure of furan and tetrahydrofuran.
The Hive - Clandestine Chemists Without Borders
(Newbee)
05-13-04 16:51
No 506871
what i read was the unsaturated one, the one with the double bonds, when cleaved with acid at elevated temperatures in the presence of water forms succindialdehyde which under these conditions polymerizes explosively. when cleaved with acid at elevated temperatures in the presence of alcohol it forms succindialdehydyde diacetal which under these conditions is stable and does not react further.