Acetic Acid → Acetate

HRID 1834315Notes

Reaction equation

HRID 1834315 reaction equation
[Cl-].[Cl-].[Cl-].[Ga+3].[Cl-].[Li+].[CH2:7]=[CH:8][CH3:9].O=O.[C:12]([OH:15])(=[O:14])[CH3:13]>C(OC(=O)C)(=O)C>[C:12]([O:15][CH2:7][CH:8]([O:15][C:12](=[O:14])[CH3:13])[CH3:9])(=[O:14])[CH3:13].[CH3:13][C:12]([O-:15])=[O:14]

Participants

8

Reactant 5

HCID 176Acetic AcidHCID 977OxygenHCID 8252PropyleneHCID 186022Gallium monochlorideHCID 433294Lithium Chloride

Product 2

HCID 175AcetateHCID 12198Propylene Glycol Diacetate

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Conditions

Temperature
150 °C

Procedure

2 g of ReCl5, 1 g of gallium trichloride, and 1 g of lithium chloride were dissolved in 720 ml of glacial acetic acid and 80 ml of acetic acid anhydride. After saturation with propylene, 20 atmospheres of oxygen were introduced under pressure and the mixture heated to 150° C. Distillation of the reaction solution gave 8.9 g of propylene glycol diacetate and 1 g of the monoacetate.

Workup

  1. distillationDistillation of the reaction solution

Sources & evidence

ORD record
ord-5cfa6fd1fea94222956171ea37b07b09
Source dataset
uspto-grants-1978_01
Patent number
US04069381

Reaction notes

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