Oxygen → P-Toluic Acid

HRID 2071311Notes

Reaction equation

[CH3:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][OH:7])=[CH:4][CH:3]=1.C1(C)C=CC(C=[O:17])=CC=1.O=O.C=C.C1OC1>CC1C=CC(C)=CC=1>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([OH:17])=[O:7])=[CH:8][CH:9]=1

Participants

Conditions

Temperature: 190 °C

Procedure

Into a pressure vessel equipped with magnetic agitation is placed a liquid charge of 92% p-xylene and 4.0% each of p-methyl benzyl alcohol and p-tolualdehyde which are obtainable from recycling streams and is then pressurized with 45 p.s.i.a. oxygen and then pressurized with ethylene. The reaction mixture is heated to 190° C. and reacted for 30 min. with agitation at a system pressure of 1420 p.s.i.g. The liquid phase effluent is found to contain 1.52% ethylene oxide, 4.5% p-methyl benzyl alcohol and 4.4% p-tolualdehyde. The amount of p-toluic acid formed was not determined.

Workup

customInto a pressure vessel equipped with magnetic agitation
customreacted for 30 min. with agitation at a system pressure of 1420 p.s.i.g

Sources & evidence

ORD record: ord-bdf8a19110bb453c8c05f8c7ee87ec1b
Source dataset: uspto-grants-1977_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04046782

Reaction notes

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