Naphthalene → Decalin

HRID 2361452Notes

Reaction equation

HRID 2361452 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1>[Rh]>[CH2:9]1[C:10]2[C:5](=[CH:4][CH:3]=[CH:2][CH:1]=2)[CH2:6][CH2:7][CH2:8]1.[CH2:9]1[CH:10]2[CH:5]([CH2:4][CH2:3][CH2:2][CH2:1]2)[CH2:6][CH2:7][CH2:8]1

Participants

4

Reactant 1

HCID 931Naphthalene2×

Product 2

HCID 7044DecalinHCID 8404Tetralin

Reagents, catalysts & solvents 1

HCID 23948RhodiumCatalyst

Procedure

Hydrogenation of naphthalene, a PAH, was carried out by mixing 0.1 M naphthalene in the presence of Rh/C with H2 (60 bar, 870 psi) and scCO2 (100 bar, 1450 psi) at 60° C. The percentage of tetralin and decalin formed was analyzed at 30 minutes, 1 hour, 2 hours, 3 hours and 4 hours. FIG. 3 is a graph showing the hydrogenation of naphthalene as a function of time, in which the amount of naphthalene is indicated by diamonds, the amount of tetralin is indicated by squares, and the amount of decalin is indicated by triangles. The vertical axis represents relative concentration of hydrocarbon in percent total hydrocarbon, and the horizontal axis represents duration of the reaction process in units of hours.

Sources & evidence

ORD record
ord-891201b95a544aa896097b3ccc5bd8b6
Source dataset
uspto-grants-2014_04
Patent number
US08691084B2

Reaction notes

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