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Title: Gas-phase Diels-Alder cycloaddition reaction in the presence of methanol and water vapor
Journal: J. Phys. Org. Chem.
Volume: 16
Page(s): 79 - 83
Year: 2003
Reference type: Journal article
Squib: 2003GHO/TAL79-83
Reaction:
CH3CO2CH=CH2 + Cyclopentadiene → 5-Norbornen-2-yl acetate
Reaction order:
1
Rate expression:
no rate data available
Category: Other
Data type:
Other
Pressure dependence:
None reported
Experimental procedure:
Static or low flow - Data taken vs time
Excitation technique:
Thermal
Time resolution:
By end product analysis
Analytical technique:
Gas chromatography
Comments:
Authors report only pseudo first order rate constants determined at unknown concentrations with rate constants at 296 K determined by following disappearance of cyclopentadiene by gas chromatography. Experiments were performed in the presence of saturated methanol vapor, saturated water vapor, saturated water and methanol vapor, and without any solvent vapor. The presence of the above solvent vapors was found to enhance the cycloaddition reaction rate by a factor of 1.3 to 2.9 and was attributed to stabilization of the transition state by hydrogen-bonding of the solvent and substrate.
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