Alumina → Octa-2,4,6-triene

HRID 1903596Notes

Reaction equation

HRID 1903596 reaction equation
[CH3:1][CH:2]=[CH:3][CH:4]=[CH:5][CH:6](O)[CH2:7][CH3:8].[O-2].[Al+3].[O-2].[O-2].[Al+3]>>[CH3:1][CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=[CH:7][CH3:8].[CH2:2]([CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=[CH2:8])[CH3:1]

Participants

4

Reactant 2

HCID 9989226AluminaHCID 538020602,4-Octadien-6-ol

Product 2

HCID 139904Octa-2,4,6-trieneHCID 182132Octa-1,3,5-triene

Procedure

F. Woods and A. Viola, J. Amer. Chem. Soc. 78 (1956), 4380-4383, report that 2,4-octadien-6-ol is dehydrated at from 300° to 310° C. over aluminum oxide to give 1,6-dimethyl-1,3,5-hexatriene or 1-ethyl-1,3,5-hexatriene. If the reaction is carried out at from 450° to 500° C. instead of at from 300° to 310° C., substituted cyclohexadienes are obtained which are converted into mixtures of o-xylene and ethylbenzene only after dehydration over palladium/active charcoal.

Sources & evidence

ORD record
ord-6be780b110af448cb0d5651552e5c5cd
Source dataset
uspto-grants-1984_03
Patent number
US04436944

Reaction notes

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