Glycerol → Ethylene Oxide

HRID 1110138Notes

Reaction equation

HRID 1110138 reaction equation
[C:1]([O:20]C)(=[O:19])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].[C:22]([O:41]C)(=[O:40])[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29]/[CH:30]=[CH:31]\[CH2:32]/[CH:33]=[CH:34]\[CH2:35][CH2:36][CH2:37][CH2:38][CH3:39].OC[CH:45]([CH2:47][OH:48])O>>[C:1]([O-:20])(=[O:19])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].[C:22]([O-:41])(=[O:40])[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29]/[CH:30]=[CH:31]\[CH2:32]/[CH:33]=[CH:34]\[CH2:35][CH2:36][CH2:37][CH2:38][CH3:39].[O:48]1[CH2:47][CH2:45]1

Participants

6

Reactant 3

HCID 753GlycerolHCID 5284421Methyl linoleate2×HCID 5364509Methyl Oleate2×

Product 3

HCID 6354Ethylene OxideHCID 5460221Oleic acid, ion(1-)HCID 5460332Linoleate

Procedure

The glyceryl mono/di esters of epoxidized methyl oleate and epoxidized methyl linoleate similarly were prepared following the procedure of Example 1. 0.1 moles of the epoxidized methyl oleate and the epoxidized methyl linoleate each were reacted with 0.2 mol glycerol (100% excess). Analysis of the solid oleate and liquid to semisolid linoleate resulted respectively in an oxirane content of 4.3% and 7.2% and Acid Values of ≤0.6.

Workup

  1. customsimilarly were prepared

Sources & evidence

ORD record
ord-c3a184224a144724b055fd53b8008d18
Source dataset
uspto-grants-1994_06
Patent number
US05324846

Reaction notes

Loading…