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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1109783Generated: October 29, 2026

Glycerol → HCID 19019648, compound

https://huagongshe.com/reaction/1109783

Reaction equation

Participants

RoleNameHCIDCharge
ReactantGlycerolHCID 753—
ReactantPhthalic AnhydrideHCID 6811—
ReactantEpichlorohydrinHCID 7835—
ReactantSodium HydroxideHCID 14798—
ReactantChlorineHCID 24526—
CatalystTetramethylammonium chlorideHCID 6379—
SolventMethyl Isobutyl KetoneHCID 7909—
ProductHCID 19019648HCID 19019648—

Reaction Steps

The reaction is carried out substantially as described in Example 5, initially giving 1165 g (100% of theory) of the desired hemiester as a pale yellow solid with an acid value of 5.27 equivalents/kg from the reaction of 888.7 g (6 mol) of phthalic anhydride and 276.3 g (3 mol) of glycerol in 960 g of methyl isobutyl ketone. Then 450 g (2.37 equivalents) of this hemiester are reacted using 2193 g (23.7 mol) of epichlorohydrin, 208.6 g of a 50% aqueous solution of sodium hydroxide and two times 21 g of a 50% aqueous solution of tetramethylammonium chloride, to give 509.4 g (86% of theory) of the desired yellow viscous product having an epoxy value of 3.38 equivalents/kg (85% of theory) and a chlorine content of 1.4%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05322907
Source datasetuspto-grants-1994_06
ORD IDord-22a0db16b32b439abbf46ceb1834e1d7
Source noteuspto-grants-1994_06